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ChemicalBook CAS DataBase List (R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole

(R)-5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole synthesis

7synthesis methods
1H-Indole, 5-bromo-3-[[(2R)-1-methyl-2-pyrrolidinyl]methyl]-, ethanedioate (1:1)

1196663-29-2
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Yield:143322-57-0 90.5%

Reaction Conditions:

with sodium carbonate in water;toluene at 30 - 35; pH=7.8; for 0.5 h;

Steps:

26

Example 26; Preparation of BIP from BIP OxalateBIP oxalate salt (170 g, 0.4435 mol) and DM water (1500 mL) was stirred at 15° C. The pH was adjusted to 7.8 using aqueous sodium carbonate (70.5 g, 0.6650 mol) in 200 mL DM water. Toluene (1000 mL) was added and stirred at 30-35° C. for 30 minutes. The layers were separated and the aqueous layer was washed with toluene (500 mL). The layers were again separated. The two toluene layer were combined and washed with 10% w/v aqueous sodium carbonate. The layers were separated and the toluene layer was distilled under reduce pressure at 50-55° C. to 70% (1050 mL). The distilled mass was gradually cooled to 5-10° C. with stirring. A solid product precipitated and was collected by filtration and washed, first with cold toluene (100 mL) and then with n-heptane (100 mL). Dry. Wt: 117.0 g; Yield: 90.5%; Purity: 99.12% (as a Bip).

References:

US2009/299077,2009,A1 Location in patent:Page/Page column 9-10

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