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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
1294504-66-7

2-Propanol, 1-[[4-aMino-2-[3,3-diMethyl-4-(phenylMethoxy)-1-butyn-1-yl]-5-fluorophenyl]aMino]-3-(phenylMethoxy)-, (2R)- synthesis

11synthesis methods
Benzene, [[(2,2-diMethyl-3-butyn-1-yl)oxy]Methyl]-

1092536-54-3
107 suppliers
$40.00/1g

1294504-64-5 Synthesis
(R)-4-((3-(benzyloxy)-2-hydroxypropyl)amino)-5-bromo-2-fluorobenzenaminium4-methylbenzenesulfonate

1294504-64-5
16 suppliers
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2-Propanol, 1-[[4-aMino-2-[3,3-diMethyl-4-(phenylMethoxy)-1-butyn-1-yl]-5-fluorophenyl]aMino]-3-(phenylMethoxy)-, (2R)-

1294504-66-7
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Yield:1294504-66-7 86%

Reaction Conditions:

with palladium diacetate;potassium carbonate;1,4-di(diphenylphosphino)-butane in acetonitrile at 80; for 16 h;Inert atmosphere;

Steps:

1.16 Step 16

Step 16[00172] (R)-l-(4-amino-2-(4-(benzyloxy)-3.3-dimethylbut-l-vnyl)-5-fluorophenylamino)- 3-(benzyloxy)propan-2-ol: To a 100-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 4-[[(2R)-3-(benzyloxy)-2-hydroxypropyl]amino]-5- bromo-2-fluoroanilinium 4-methylbenzene-l -sulfonate (2.9 g, 5.36 mmol, 1.00 equiv.), [[(2,2-dimethylbut-3-yn-l-yl)oxy]methyl]benzene (1.2 g, 6.37 mmol, 1.20 equiv.), Pd(OAc)2 (48 mg, 0.21 mmol, 0.04 equiv.), dppb (138 mg, 0.32 mmol, 0.06 equiv.), potassium carbonate (2.2 g, 15.92 mmol, 3.00 equiv.) and MeCN (50 mL). The resulting solution was stirred for 16 h at 80 °C. The solids were filtered out and the resulting mixture was concentrated under vacuum until LCMS indicated the completion of the reaction. The residue was purified by a silica gel column, eluted with ethyl acetate/petroleum ether (1 :4) to afford 2.2 g (86%) of l-N-[(2R)-3-(benzyloxy)-2-hydroxypropyl]-2-[4-(benzyloxy)-3,3- dimethylbut-l-yn-l-yl]-5-fluorobenzene-l ,4-diamine as a light brown solid.

References:

WO2016/109362,2016,A1 Location in patent:Paragraph 00172

Benzene, [[(2,2-diMethyl-3-butyn-1-yl)oxy]Methyl]-

1092536-54-3
107 suppliers
$40.00/1g

2-Propanol, 1-[(4-aMino-2-broMo-5-fluorophenyl)aMino]-3-(phenylMethoxy)-, (2R)-

1294504-63-4
3 suppliers
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2-Propanol, 1-[[4-aMino-2-[3,3-diMethyl-4-(phenylMethoxy)-1-butyn-1-yl]-5-fluorophenyl]aMino]-3-(phenylMethoxy)-, (2R)-

1294504-66-7
4 suppliers
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References
952664-69-6 Synthesis
2-Bromo-5-fluoro-4-nitroaniline

952664-69-6
126 suppliers
$7.00/250mg

2-Propanol, 1-[[4-aMino-2-[3,3-diMethyl-4-(phenylMethoxy)-1-butyn-1-yl]-5-fluorophenyl]aMino]-3-(phenylMethoxy)-, (2R)-

1294504-66-7
4 suppliers
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References
1342896-73-4 Synthesis
2-Propanol, 1-[(2-broMo-5-fluoro-4-nitrophenyl)aMino]-3-(phenylMethoxy)-, (2R)-

1342896-73-4
6 suppliers
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2-Propanol, 1-[[4-aMino-2-[3,3-diMethyl-4-(phenylMethoxy)-1-butyn-1-yl]-5-fluorophenyl]aMino]-3-(phenylMethoxy)-, (2R)-

1294504-66-7
4 suppliers
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References
2369-13-3 Synthesis
3-Fluoro-4-nitroaniline

2369-13-3
246 suppliers
$19.00/5g

2-Propanol, 1-[[4-aMino-2-[3,3-diMethyl-4-(phenylMethoxy)-1-butyn-1-yl]-5-fluorophenyl]aMino]-3-(phenylMethoxy)-, (2R)-

1294504-66-7
4 suppliers
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References