Methanol → 6-(1,1-Difluoro-propyl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine

HRID 1475426Notes

Reaction equation

HRID 1475426 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[N:12][CH:13]=[C:14]([C:17]([F:21])([F:20])[CH2:18][CH3:19])[CH:15]=2)[C:10]([CH3:23])([CH3:22])[CH2:9]1)=O)(C)(C)C.CO>Cl>[F:20][C:17]([C:14]1[CH:15]=[C:16]2[NH:8][CH2:9][C:10]([CH3:22])([CH3:23])[C:11]2=[N:12][CH:13]=1)([F:21])[CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 887MethanolHCID 709818186-(1,1-Difluoro-propyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridine-1-carboxylic acid tert-butyl ester

Product 1

HCID 709806426-(1,1-Difluoro-propyl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridineYield 104.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

6-(1,1-Difluoro-propyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridine-1-carboxylic acid tert-butyl ester (0.245 g, 0.75 mmol) was dissolved in 5M aqueous HCl and MeOH (1:1, 10 mL) and the reaction was stirred at room temperature for 18 h. The solvent was removed in vacuo, to give the title compound (0.178 g) MS: [M+H]+=227.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-bb2358405a5d435f85ab15b20b6ea438
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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