3-Amino-1,2-propanediol → N-(2-{[3-Chloro-4-(2-methylbenzoyl)phenyl]amino}phenyl)-N'-(2,3-dihydroxypropyl)succinamide

HRID 1797324Notes

Reaction equation

HRID 1797324 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[NH:24][C:25](=[O:31])[CH2:26][CH2:27][C:28]([OH:30])=O)[CH:5]=[CH:6][C:7]=1[C:8](=[O:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15].[NH2:32][CH2:33][CH:34]([OH:37])[CH2:35][OH:36]>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[NH:24][C:25](=[O:31])[CH2:26][CH2:27][C:28]([NH:32][CH2:33][CH:34]([OH:37])[CH2:35][OH:36])=[O:30])[CH:5]=[CH:6][C:7]=1[C:8](=[O:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15]

Participants

3

Reactant 2

HCID 735613-Amino-1,2-propanediolHCID 9845903N-[2-[3-Chloro-4-(2-methylbenzoyl)-phenylamino]phenyl]-succinamic Acid

Product 1

HCID 22174473N-(2-{[3-Chloro-4-(2-methylbenzoyl)phenyl]amino}phenyl)-N'-(2,3-dihydroxypropyl)succinamide

Procedure

The reaction and work up was conducted as described in the preparation of compound 204. Starting compounds were N-(2-{[3-chloro-4-(2-methylbenzoyl)phenyl]amino}phenyl)-succinamic acid (100 mg, 0.46 mmol) (disclosed in WO 01/05746) and 3-aminopropane-1,2-diol (23 mg, 0.25 mmol). The crude product was purified by flash chromatography using DCM/MeOH/NH3(aq.) 90:10:0.5 as the eluent to afford the title compound as a yellow solid.

Workup

  1. customThe reaction and work
  2. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-82bc4e0eb6e4420aab43d518f45a7b7e
Source dataset
uspto-grants-2006_04
Patent number
US07034015B2

Reaction notes

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