Methylamine → 4-chloro-3-((trifluoromethyl)phenyl)-N'-(4-(3-methylcarbamoylphenyl) carboxyaminophenyl)urea

HRID 598463Notes

Reaction equation

HRID 598463 reaction equation
[Cl:1][C:2]1([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32](OC)=[O:33])[CH:27]=2)[CH:7]=[CH:6][C:5]([N:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([F:21])([F:20])[F:19])[C:9](=[O:11])[NH2:10])=[C:4]([NH:22][C:23]([OH:25])=[O:24])[CH2:3]1.[CH3:36][NH2:37]>>[Cl:1][C:2]1([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32](=[O:33])[NH:37][CH3:36])[CH:27]=2)[CH:7]=[CH:6][C:5]([N:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([F:19])([F:21])[F:20])[C:9](=[O:11])[NH2:10])=[C:4]([NH:22][C:23]([OH:25])=[O:24])[CH2:3]1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 865836084-chloro-3-((trifluoromethyl)phenyl)-N'-(4-(3-carbomethoxyphenyl)carboxyaminophenyl)urea

Product 1

HCID 865836114-chloro-3-((trifluoromethyl)phenyl)-N'-(4-(3-methylcarbamoylphenyl) carboxyaminophenyl)urea

Procedure

To a sample of N-(4-chloro-3-((trifluoromethyl)phenyl)-N′-(4-(3-carbomethoxyphenyl) carboxyaminophenyl) urea (0.17 g, 0.34 mmol) was added methylamine (2 M in THF; 1 mL, 1.7 mmol) and the resulting mixture was stirred at room temp. overnight, then concentrated under reduced pressure to give N-(4-chloro-3-((trifluoromethyl)phenyl)-N′-(4-(3-methylcarbamoylphenyl)carboxyaminophenyl) urea as a white solid: mp 247; TLC (100% EtOAc) Rf 0.35.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8b3d61a61a724c178f9da846ac50a1df
Source dataset
uspto-grants-2011_03
Patent number
US07897623B2

Reaction notes

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