Phenyl formate → HCID 89874926, compound

HRID 715306Notes

Reaction equation

Cl[C:2]1[C:7]2[CH2:8][N:9]([CH2:12][C:13]3[CH:18]=[C:17]([CH3:19])[C:16]([O:20][CH2:21][CH:22]([F:24])[F:23])=[CH:15][N: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]>>[F:23][CH:22]([F:24])[CH2:21][O:20][C:16]1[C:17]([CH3:19])=[CH:18][C:13]([CH2:12][N:9]2[C:10](=[O:11])[C:6]3[CH:5]=[CH:4][N:3]=[C:2]([C:25]([O:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[O:26])[C:7]=3[CH2:8]2)=[N:14][CH:15]=1

Participants

Reactant 2

HCID 74626Phenyl formate

HCID 89874265HCID 89874265, compound

Product 1

HCID 89874926HCID 89874926, compoundYield 68%

Procedure

The title compound is prepared in 68% yield (200 mg, pale brown solid) from 4-chloro-2-((5-(2,2-difluoroethoxy)-4-methylpyridin-2-yl)methyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (240 mg, 0.68 mmol, Intermediate-69) and phenyl formate (170 mg, 1.4 mmol) in a similar manner to Intermediate-91.

Sources & evidence

ORD record: ord-19749f4082bf427283dd125be8492765
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187475B2

Reaction notes

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