(Prop-2-yn-1-yl)urea → (1-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-1H-[1,2,3]triazol-4-ylmethyl)-urea

HRID 2067244Notes

Reaction equation

HRID 2067244 reaction equation
[N:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:28])=[C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[F:26])=[CH:14][C:13]=2[Cl:27])=[O:11])[CH:9]=1)=[N+:2]=[N-:3].[CH2:29]([NH:32][C:33]([NH2:35])=[O:34])[C:30]#[CH:31]>CO>[Cl:27][C:13]1[CH:14]=[C:15]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=2[F:26])[CH:16]=[CH:17][C:12]=1[C:10]([C:8]1[CH:9]=[C:4]([N:1]2[CH:31]=[C:30]([CH2:29][NH:32][C:33]([NH2:35])=[O:34])[N:3]=[N:2]2)[CH:5]=[CH:6][C:7]=1[CH3:28])=[O:11]

Participants

4

Reactant 2

HCID 2777182(Prop-2-yn-1-yl)ureaHCID 86605529(5-Azido-2-methyl-phenyl)-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanone

Product 1

HCID 11504214(1-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-1H-[1,2,3]triazol-4-ylmethyl)-urea

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction was carried out similarly as described in the preparation of compound 116, using compound 434 (0.15 mmol) and prop-2-ynyl-urea (0.30 mmol). The crude product was purified by flash chromatography using EtOAc as the eluent to afford a solid. Trituration in MeOH gave the title compound as white solid.

Workup

  1. customThe crude product was purified by flash chromatography
  2. customto afford a solid

Sources & evidence

ORD record
ord-c3ccf775c6294864b9d297bea68b17a1
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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