Phenyl formate → phenyl 2-(3-chloro-4-(2,2-difluoroethoxy)benzyl)-1-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-4-carboxylate

HRID 715292Notes

Reaction equation

HRID 715292 reaction equation
Cl[C:2]1[C:7]2[CH2:8][N:9]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH:21]([F:23])[F:22])=[C:15]([Cl:24])[CH:14]=3)[C:10](=[O:11])[C:6]=2[CH:5]=[CH:4][N:3]=1.[CH:25]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:26]>>[Cl:24][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][C:16]=1[O:19][CH2:20][CH:21]([F:23])[F:22])[CH2:12][N:9]1[C:10](=[O:11])[C:6]2[CH:5]=[CH:4][N:3]=[C:2]([C:25]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[O:26])[C:7]=2[CH2:8]1

Participants

3

Reactant 2

HCID 74626Phenyl formateHCID 898747094-chloro-2-(3-chloro-4-(2,2-difluoroethoxy)benzyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

Product 1

HCID 89873905phenyl 2-(3-chloro-4-(2,2-difluoroethoxy)benzyl)-1-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-4-carboxylateYield 78%

Procedure

The title compound is prepared in 78% yield (220 mg, yellow solid) from 4-chloro-2-(3-chloro-4-(2,2-difluoroethoxy)benzyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (230 mg, 0.62 mmol, Intermediate-39) and phenyl formate (150 mg, 1.2 mmol) in a similar manner to Intermediate-91.

Sources & evidence

ORD record
ord-8e40df3c112349dab93a3ac889477c89
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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