Methyl 4-(aminomethyl)benzoate → Tert-butyl(S)-7-isopropyl-3-((4-(methoxycarbonyl)benzyl)carbamoyl)-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxylate

HRID 1777842Notes

Reaction equation

HRID 1777842 reaction equation
C(S([C:6]1[CH:34]=[CH:33][C:9]([CH2:10][NH:11][C:12]([C:14]2[CH:15]=[C:16]3[CH2:22][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C@@H:20]([CH:30]([CH3:32])[CH3:31])[C:17]3=[N:18][CH:19]=2)=[O:13])=[CH:8][CH:7]=1)(=O)=O)C.[CH3:35][O:36][C:37](=[O:46])C1C=CC(CN)=CC=1>>[CH:30]([C@H:20]1[C:17]2=[N:18][CH:19]=[C:14]([C:12](=[O:13])[NH:11][CH2:10][C:9]3[CH:33]=[CH:34][C:6]([C:37]([O:36][CH3:35])=[O:46])=[CH:7][CH:8]=3)[CH:15]=[C:16]2[CH2:22][N:21]1[C:23]([O:25][C:26]([CH3:29])([CH3:27])[CH3:28])=[O:24])([CH3:32])[CH3:31]

Participants

3

Procedure

Procedure same as that for tert-butyl(S)-3-((4-(ethylsulfonyl)benzyl)carbamoyl)-7-isopropyl-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxylate, using methyl4-(aminomethyl)benzoate as a starting material. LC-MS tR=1.61 min in 2 min chromatography, MS (ESI) m/z 454.

Sources & evidence

ORD record
ord-43202e0b86ca4892b5bc9e0aee1bde2a
Source dataset
uspto-grants-2016_02
Patent number
US09266886B2

Reaction notes

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