Phenyl formate → HCID 89874727, compound

HRID 715300Notes

Reaction equation

Cl[C:2]1[C:7]2[CH2:8][N:9]([CH:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH:22]([F:24])[F:23])=[C:16]([CH3:25])[CH:15]=3)[CH3:13])[C:10](=[O:11])[C:6]=2[CH:5]=[CH:4][N:3]=1.[CH:26]([O:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:27]>>[F:23][CH:22]([F:24])[CH2:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([CH:12]([N:9]2[C:10](=[O:11])[C:6]3[CH:5]=[CH:4][N:3]=[C:2]([C:26]([O:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[O:27])[C:7]=3[CH2:8]2)[CH3:13])=[CH:15][C:16]=1[CH3:25]

Participants

Reactant 2

HCID 74626Phenyl formate

HCID 89873989HCID 89873989, compound

Product 1

HCID 89874727HCID 89874727, compoundYield 49%

Procedure

The title compound is prepared in 49% yield (60 mg, yellow oil) from 4-chloro-2-(1-(4-(2,2-difluoroethoxy)-3-methylphenyl)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (100 mg, 0.27 mmol, Intermediate-28, single enantiomer) and phenyl formate (67 mg, 0.61 mmol) in a similar manner to Intermediate-91.

Sources & evidence

ORD record: ord-87eda7a8842443bbb94f7b61ba0c36a3
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187475B2

Reaction notes

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