Phenyl formate → HCID 89875450, compound

HRID 715304Notes

Reaction equation

HRID 715304 reaction equation
Cl[C:2]1[C:7]2[CH2:8][N:9]([CH:12]([C:14]3[CH:15]=[N:16][C:17]([N:21]4[CH:25]=[CH:24][CH:23]=[N:22]4)=[C:18]([CH3:20])[CH:19]=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]>>[CH3:20][C:18]1[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]=[N:16][C:17]=1[N:21]1[CH:25]=[CH:24][CH:23]=[N:22]1

Participants

3

Reactant 2

HCID 74626Phenyl formateHCID 89874182HCID 89874182, compound

Product 1

HCID 89875450HCID 89875450, compoundYield 56%

Procedure

The title compound is prepared in 56% yield (154 mg, brown solid) from 4-chloro-2-(1-(5-methyl-6-(1H-pyrazol-1-yl)pyridin-3-yl)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (220 mg, 0.62 mmol, Intermediate-85, single enantiomer) and phenyl formate (150 mg, 1.2 mmol) in a similar manner to Intermediate-91.

Sources & evidence

ORD record
ord-824f8fb24e74495881a7961baa96ca35
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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