1-(6-Chloro-5-nitropyridin-3-yl)ethanone → 1-[6-({4-[(2S)-2-hydroxypropyl]phenyl}amino)-5-nitro-3-pyridinyl]ethanone

HRID 858499Notes

Reaction equation

HRID 858499 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][C@@H:22]([OH:24])[CH3:23])=[CH:17][CH:16]=1>>[OH:24][C@@H:22]([CH3:23])[CH2:21][C:18]1[CH:19]=[CH:20][C:15]([NH:14][C:2]2[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=2[N+:11]([O-:13])=[O:12])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 147627051-(6-Chloro-5-nitropyridin-3-yl)ethanoneHCID 67099494(S)-1-(4-aminophenyl)propan-2-ol

Product 1

HCID 670994211-[6-({4-[(2S)-2-hydroxypropyl]phenyl}amino)-5-nitro-3-pyridinyl]ethanone

Procedure

The title compound was prepared according to the procedure described in step 1 of Example 162 from 1-(6-chloro-5-nitro-3-pyridinyl)ethanone (Paul, B. et al. J. Med. Chem., 1990, 33, 2231–2239.) and (2S)-1-(4-aminophenyl)-2-propanol (step 2 of Example 248).

Sources & evidence

ORD record
ord-0fdbb9d69b4d467cb4983c887172f7ab
Source dataset
uspto-grants-2006_12
Patent number
US07148234B2

Reaction notes

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