Phenyl formate → HCID 89874283, compound

HRID 715312Notes

Reaction equation

HRID 715312 reaction equation
Cl[C:2]1[C:7]2[CH2:8][N:9]([CH:12]([C:14]3[CH:19]=[C:18]([CH3:20])[C:17]([O:21][CH2:22][CH:23]([F:25])[F:24])=[CH:16][N: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:24][CH:23]([F:25])[CH2:22][O:21][C:17]1[C:18]([CH3:20])=[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])=[N:15][CH:16]=1

Participants

3

Reactant 2

HCID 74626Phenyl formateHCID 89875082HCID 89875082, compound

Product 1

HCID 89874283HCID 89874283, compoundYield 74%

Procedure

The title compound is prepared in 74% yield (91 mg, colorless solid) from 4-chloro-2-(1-(5-(2,2-difluoroethoxy)-4-methylpyridin-2-yl)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (100 mg, 0.27 mmol, Intermediate-76, single enantiomer) and phenyl formate (66 mg, 0.54 mmol) in a similar manner to Intermediate-91.

Sources & evidence

ORD record
ord-0b25dffc407641138be4fa5f471ed367
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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