1,1'-Carbonyldiimidazole → Imidazole-1-carboxylic acid (4-methyl-5-pyridin-4-yl-thiazol-2-yl)-amide

HRID 1951184Notes

Reaction equation

HRID 1951184 reaction equation
[C:1](N1C=CN=C1)([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[O:2].[CH3:13][C:14]1[N:15]=[C:16]([NH2:25])[S:17][C:18]=1[C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1>C(Cl)Cl>[CH3:13][C:14]1[N:15]=[C:16]([NH:25][C:1]([N:3]2[CH:7]=[CH:6][N:5]=[CH:4]2)=[O:2])[S:17][C:18]=1[C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 201450032-Amino-4-methyl-5-(pyridin-4-yl)thiazole

Product 1

HCID 86610330Imidazole-1-carboxylic acid (4-methyl-5-pyridin-4-yl-thiazol-2-yl)-amide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

To a stirred solution of carbonyldiimidazole (3.91 g, 24.2 mmol) in DCM (150 ml) is added 4-methyl-5-pyridin-4-yl-thiazol-2-ylamine (prepared according to the method described in EP 117082 A2) (3.08 g, 16.1 mmol) in one portion. The suspension is stirred for 2.5 hours at 40° C. and the reaction mixture is then filtered and washed with DCM to afford the titled compound as a solid.

Workup

  1. customprepared
  2. filtrationthe reaction mixture is then filtered
  3. washwashed with DCM

Sources & evidence

ORD record
ord-944a5625b8b040939fb705f326e8475a
Source dataset
uspto-grants-2013_03
Patent number
US08404684B2

Reaction notes

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