Phenyl formate → HCID 89874546, compound

HRID 715298Notes

Reaction equation

Cl[C:2]1[C:7]2[CH2:8][N:9]([CH2:12][C:13]3[CH:18]=[N:17][C:16]([O:19][CH2:20][C:21]([F:24])([F:23])[F:22])=[C:15]([CH3:25])[N:14]=3)[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]>>[CH3:25][C:15]1[N:14]=[C:13]([CH2:12][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)[CH:18]=[N:17][C:16]=1[O:19][CH2:20][C:21]([F:24])([F:23])[F:22]

Participants

Reactant 2

HCID 74626Phenyl formate

HCID 89874309HCID 89874309, compound

Product 1

HCID 89874546HCID 89874546, compoundYield 76%

Procedure

The title compound is prepared in 76% yield (250 mg, brown solid) from 4-chloro-2-((6-methyl-5-(2,2,2-trifluoroethoxy)pyrazin-2-yl)methyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (270 mg, 0.72 mmol, Intermediate-84) and phenyl formate (180 mg, 1.4 mmol) in a similar manner to Intermediate-91.

Sources & evidence

ORD record: ord-cb09fd0813c64d42b39aa79ab6207a2b
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187475B2

Reaction notes

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