Phenyl formate → HCID 89873980, compound

HRID 715334Notes

Reaction equation

HRID 715334 reaction equation
Cl[C:2]1[C:7]2[CH2:8][N:9]([CH:12]([C:14]3[CH:15]=[N:16][C:17]([O:21][CH2:22][CH:23]4[CH2:25][CH2:24]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]>>[CH:23]1([CH2:22][O:21][C:17]2[N:16]=[CH:15][C:14]([CH:12]([N:9]3[C:10](=[O:11])[C:6]4[CH:5]=[CH:4][N:3]=[C:2]([C:26]([O:28][C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)=[O:27])[C:7]=4[CH2:8]3)[CH3:13])=[CH:19][C:18]=2[CH3:20])[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 74626Phenyl formateHCID 89874849HCID 89874849, compound

Product 1

HCID 89873980HCID 89873980, compoundYield 45%

Procedure

The title compound is prepared in 45% yield (275 mg, white solid) from 4-chloro-2-(1-(6-(cyclopropylmethoxy)-5-methylpyridin-3-yl)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (492 mg, 1.37 mmol, Intermediate-124, single enantiomer) and phenyl formate (336 mg, 1.37 mmol) in a similar manner to Intermediate-91.

Sources & evidence

ORD record
ord-d3cf2d9e1e024b7aac138d2ef9257d83
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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