HCID 59323902, compound → HCID 24855582, compound

HRID 1715192Notes

Reaction equation

HRID 1715192 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:18][C:19]([N:21]2C=CN=[CH:22]2)=[O:20])[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][CH:15]=[N:14]2)=[CH:9][CH:8]=1.I.NC[CH2:29][C:30]([NH:32][C:33]1[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=1)=[O:31]>CN(C=O)C>[CH3:1][C:2]1[N:3]=[C:4]([NH:18][C:19](=[O:20])[NH:21][CH2:22][CH2:29][C:30]([NH:32][C:33]2[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=2)=[O:31])[S:5][C:6]=1[C:7]1[CH:8]=[CH:9][C:10]([N:13]2[CH:17]=[CH:16][CH:15]=[N:14]2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 59323902HCID 59323902, compound2×HCID 68506894HCID 68506894, compound2×

Product 1

HCID 24855582HCID 24855582, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A stirred suspension of imidazole-1-carboxylic acid [4-methyl-5-(4-pyrazol-1-yl-phenyl)-thiazol-2-yl]-amide (Intermediate A1) (0.1 g, 0.28 mmol) and 3-amino-N-pyridin-3-yl-propionamide hydroiodide (Intermediate B2) (0.083 g, 0.28 mmol) in dry DMF (1 ml) is treated with TEA. After stirring at room temperature for 1 hour, the solvent is removed in vacuo and purification of the crude residue by chromatography on silica eluting with EtOAc/EtOH (10:1 increasing to 5:1) affords a solid which is recrystallised from EtOAc/EtOH to yield the title compound. [MH+ 448.49]

Workup

  1. additionis treated with TEA
  2. customthe solvent is removed in vacuo and purification of the crude residue by chromatography on silica eluting with EtOAc/EtOH (10:1 increasing to 5:1)
  3. customaffords a solid which
  4. customis recrystallised from EtOAc/EtOH

Sources & evidence

ORD record
ord-f3d3c0300d014386a60889472953654b
Source dataset
uspto-grants-2010_09
Patent number
US07799810B2

Reaction notes

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