HCID 86636942, compound → HCID 58000577, compound

HRID 1366450Notes

Reaction equation

HRID 1366450 reaction equation
[CH:1]1([CH2:6][C@@H:7]([C:20]([NH:22][NH:23][C:24]2[C:29]([F:30])=[C:28]([N:31]3[CH2:36][CH2:35][N:34]([CH3:37])[C@@H:33]([CH3:38])[CH2:32]3)[N:27]=[C:26]([CH3:39])[N:25]=2)=[O:21])[CH2:8][N:9]([O:12]CC2C=CC=CC=2)[CH:10]=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1>CO>[CH:1]1([CH2:6][C@@H:7]([C:20]([NH:22][NH:23][C:24]2[C:29]([F:30])=[C:28]([N:31]3[CH2:36][CH2:35][N:34]([CH3:37])[C@@H:33]([CH3:38])[CH2:32]3)[N:27]=[C:26]([CH3:39])[N:25]=2)=[O:21])[CH2:8][N:9]([OH:12])[CH:10]=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 86636942HCID 86636942, compound

Product 1

HCID 58000577HCID 58000577, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of [(2R)-2-(cyclopentylmethyl)-3-(2-{6-[(3S)-3,4-dimethyl-1-piperazinyl]-5-fluoro-2-methyl-4-pyrimidinyl}hydrazino)-3-oxopropyl][(phenylmethyl)oxy]formamide (0.219 g, 0.40 mmol) and Pd(C) (0.042 g) in MeOH (10 mL) was run under standard hydrogenation conditions as in General Procedure A, Part C, to provide [(2R)-2-(cyclopentylmethyl)-3-(2-{6-[(3S)-3,4-dimethyl-1-piperazinyl]-5-fluoro-2-methyl-4-pyrimidinyl}hydrazino)-3-oxopropyl]hydroxyformamide as a white solid (0.172 g, 94%). LCMS: (M+H)+=452.3.

Sources & evidence

ORD record
ord-50ce4dee7f9e46479b2017a1d7996dc3
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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