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635698-56-5

635698-56-5 Structure

635698-56-5 Structure
IdentificationBack Directory
[Name]

TERT-BUTYL 2,4-DICHLORO-7,8-DIHYDROPYRIDO[4,3-D]PYRIMIDINE-6(5H)-CARBOXYLATE
[CAS]

635698-56-5
[Synonyms]

6-Boc-2,4-Dichloro-5,6,7,...
6-Boc-2,4-Cl2-5,7,8-H3-pyrido[4,3-d]pyrimidine
6-Boc-2,4-Dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyriMidine
2,4-Dichloro-,5,6,7,8-tetrahydro-6-Boc-Pyrido[4,3-d]pyrimidine
Pyrido[4.3-d]pyriMidine-6(5H)-carboxylicacid. 2.4-dichloro-7.8-d
tert-Butyl 2,4-dichloro-5H,7H,8H-pyrido[4,3-d]pyrimidine-6-carboxylate
ert-butyl 2,4-dichloro-5H,6H,7H,8H-pyrido[4,3-d]pyrimidine-6-carboxylate
tert-butyl 2,4-dichloro-5H,6H,7H,8H-pyrido[4,3-d]pyriMidine-6-carboxylate
TERT-BUTYL 2,4-DICHLORO-7,8-DIHYDROPYRIDO[4,3-D]PYRIMIDINE-6(5H)-CARBOXYLATE
tert-butyl 2,4-dichloro-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6-carboxylate
2,4-Dichloro-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6-carboxylic acid tert-butyl ester
[EINECS(EC#)]

1533716-785-6
[Molecular Formula]

C12H15Cl2N3O2
[MDL Number]

MFCD08273933
[MOL File]

635698-56-5.mol
[Molecular Weight]

304.17
Chemical PropertiesBack Directory
[Boiling point ]

423.1±45.0 °C(Predicted)
[density ]

1.352±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[pka]

-1.98±0.20(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HazardClass ]

IRRITANT
Hazard InformationBack Directory
[Uses]

tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate is a tert-butyl ester compound used in the synthesis of tetrahydropyrimidine derivatives as AHR modulators.
[Synthesis]

2,4-DICHLORO-5,6,7,8-TETRAHYDROPYRIDO[3,4-D]PYRIMIDINE

726697-13-8

Di-tert-butyl dicarbonate

24424-99-5

TERT-BUTYL 2,4-DICHLORO-7,8-DIHYDROPYRIDO[4,3-D]PYRIMIDINE-6(5H)-CARBOXYLATE

635698-56-5

2,4-Dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (270 mg, 1.33 mmol) and di-tert-butyl dicarbonate (348 mg, 1.6 mmol) were used as the starting material, and 2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine was dissolved in dichloromethane (30 mL) at 0 °C. Triethylamine (200 mg, 2.0 mmol) was then added and the reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the organic layer was separated by diluting the reaction mixture with dichloromethane (30 mL) and water (30 mL). The aqueous phase was further extracted with dichloromethane (30 mL x 2). All organic layers were combined, washed with brine and dried with anhydrous sodium sulfate. After filtration to remove the desiccant, the solvent was removed by concentration under reduced pressure. The resulting crude product was purified by fast column chromatography using a solvent mixture of hexane and ethyl acetate to afford N-BOC-2,4-dichloro-5,7,8-trihydropyrido[4,3-D]pyrimidine (300 mg, 74% yield). Mass spectrometry analysis (LRMS, M+H+): calculated value 305.17; measured value 305.24.

[References]

[1] Patent: WO2014/15291, 2014, A1. Location in patent: Page/Page column 172; 173
[2] Journal of Medicinal Chemistry, 2015, vol. 58, # 24, p. 9480 - 9497
Spectrum DetailBack Directory
[Spectrum Detail]

TERT-BUTYL 2,4-DICHLORO-7,8-DIHYDROPYRIDO[4,3-D]PYRIMIDINE-6(5H)-CARBOXYLATE(635698-56-5)1HNMR
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