1,1'-Carbonyldiimidazole → Imidazole-1-carboxylic acid {4-methyl-5-[2-(1-methyl-cyclopropyl)-pyridin-4-yl]-thiazol-2-yl}amide

HRID 2066780Notes

Reaction equation

HRID 2066780 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH2:17])[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][N:10]=[C:9]([C:13]2([CH3:16])[CH2:15][CH2:14]2)[CH:8]=1.[CH:18]1[N:22]=[CH:21][N:20]([C:23](N2C=NC=C2)=[O:24])[CH:19]=1>C(Cl)Cl>[CH3:1][C:2]1[N:3]=[C:4]([NH:17][C:23]([N:20]2[CH:19]=[CH:18][N:22]=[CH:21]2)=[O:24])[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][N:10]=[C:9]([C:13]2([CH3:16])[CH2:15][CH2:14]2)[CH:8]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 575066604-Methyl-5-(2-(1-methylcyclopropyl)pyridin-4-yl)thiazol-2-amine

Product 1

HCID 86631916Imidazole-1-carboxylic acid {4-methyl-5-[2-(1-methyl-cyclopropyl)-pyridin-4-yl]-thiazol-2-yl}amide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-methyl-5-[2-(1-methyl-cyclopropyl)-pyridin-4-yl]-thiazol-2-ylamine (Step 1.2) (28.5 mmol) and CDI (42.8 mmol) in CH2Cl2 (330 mL) was refluxed for 11 h. After cooling to rt, the reaction mixture was filtered to afford the title compound as a light green solid.

Workup

  1. temperaturewas refluxed for 11 h
  2. filtrationthe reaction mixture was filtered

Sources & evidence

ORD record
ord-05346c94a5234debad0105d682e982f3
Source dataset
uspto-grants-2012_10
Patent number
US08293753B2

Reaction notes

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