Water → HCID 23642173, compound

HRID 1715193Notes

Reaction equation

HRID 1715193 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][C:5]([NH:7][C:8]1[CH:12]=[C:11]([CH3:13])[O:10][N:9]=1)=[O:6].C(N(CC)CC)C.[CH3:21][C:22]1[N:23]=[C:24]([NH:38][C:39](N2C=CN=C2)=[O:40])[S:25][C:26]=1[C:27]1[CH:32]=[CH:31][C:30]([N:33]2[CH:37]=[CH:36][CH:35]=[N:34]2)=[CH:29][CH:28]=1.O>CN(C=O)C>[CH3:13][C:11]1[O:10][N:9]=[C:8]([NH:7][C:5](=[O:6])[CH2:4][CH2:3][NH:2][C:39]([NH:38][C:24]2[S:25][C:26]([C:27]3[CH:28]=[CH:29][C:30]([N:33]4[CH:37]=[CH:36][CH:35]=[N:34]4)=[CH:31][CH:32]=3)=[C:22]([CH3:21])[N:23]=2)=[O:40])[CH:12]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 59323902HCID 59323902, compound2×HCID 68506411HCID 68506411, compound2×

Product 1

HCID 23642173HCID 23642173, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-amino-N-(5-methyl-isoxazol-3-yl)-propionamide hydrochloride (Intermediate B1 produced by HCl deprotection) (0.1 g, 0.49 mmol) and triethylamine (0.164 ml, 1.18 mmol) is stirred in DMF (4 ml). Imidazole-1-carboxylic acid [4-methyl-5-(4-pyrazol-1-yl-phenyl)-thiazol-2-yl]-amide (Intermediate A2) (0.16 g, 0.47 mmol) is added and the mixture stirred at room temperature for 18 h. Water (20 ml) is added and the mixture stirred for 30 min. The solid is filtered off, washed with water and dried in vacuo at 45° C. for 4 h to afford the title compound.

Workup

  1. stirringthe mixture stirred for 30 min
  2. filtrationThe solid is filtered off
  3. washwashed with water
  4. customdried in vacuo at 45° C. for 4 h

Sources & evidence

ORD record
ord-152283e3d3614c489d44a1c2de5ba349
Source dataset
uspto-grants-2010_09
Patent number
US07799810B2

Reaction notes

Loading…