Phenyl formate → HCID 89875458, compound

HRID 715308Notes

Reaction equation

HRID 715308 reaction equation
Cl[C:2]1[C:7]2[CH2:8][N:9]([CH:12]([C:14]3[CH:19]=[N:18][C:17]([O:20][CH2:21][C:22]([F:25])([F:24])[F:23])=[C:16]([CH3:26])[N:15]=3)[CH3:13])[C:10](=[O:11])[C:6]=2[CH:5]=[CH:4][N:3]=1.[CH:27]([O:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:28]>>[CH3:26][C:16]1[N:15]=[C:14]([CH:12]([N:9]2[C:10](=[O:11])[C:6]3[CH:5]=[CH:4][N:3]=[C:2]([C:27]([O:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:28])[C:7]=3[CH2:8]2)[CH3:13])[CH:19]=[N:18][C:17]=1[O:20][CH2:21][C:22]([F:25])([F:24])[F:23]

Participants

3

Reactant 2

HCID 74626Phenyl formateHCID 89875131HCID 89875131, compound

Product 1

HCID 89875458HCID 89875458, compoundYield 71%

Procedure

The title compound is prepared in 71% yield (130 mg, pale brown solid) from 4-chloro-2-(1-(6-methyl-5-(2,2,2-trifluoroethoxy)pyrazin-2-yl)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (150 mg, 0.39 mmol, Intermediate-72, single enantiomer) and phenyl formate (95 mg, 0.78 mmol) in a similar manner to Intermediate-91.

Sources & evidence

ORD record
ord-82c75bc7affb4e48868f64c0e2f0e4bf
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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