Phenyl formate → HCID 89874038, compound

HRID 715317Notes

Reaction equation

Cl[C:2]1[C:7]2[CH2:8][N:9]([CH2:12][C:13]3[CH:25]=[CH:24][C:16]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[C:15]([CH3:26])[CH:14]=3)[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]>>[C:20]([O:19][C:17]([C:16]1[CH:24]=[CH:25][C:13]([CH2:12][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)=[CH:14][C:15]=1[CH3:26])=[O:18])([CH3:23])([CH3:22])[CH3:21]

Participants

Reactant 2

HCID 74626Phenyl formate

HCID 89874962HCID 89874962, compound

Product 1

HCID 89874038HCID 89874038, compoundYield 90%

Procedure

The title compound is prepared in 90% yield (280 mg, brown oil) from tert-butyl 4-((4-chloro-1-oxo-1H-pyrrolo[3,4-c]pyridin-2(3H)-yl)methyl)-2-methylbenzoate (250 mg, 0.67 mmol, Step-1) and phenyl formate (160 mg, 1.3 mmol) in a similar manner to Intermediate-91.

Sources & evidence

ORD record: ord-399303cc638041eb8a878fdf89ae64e4
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187475B2

Reaction notes

Loading…