4-Methylmorpholine → Methyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl](n-propyl)amino}azetidin-1-yl)-4-ethyl-1,3-thiazole-5-carboxylate
Reaction equation
[CH2:1]([C:3]1[N:4]=[C:5]([N:12]2[CH2:15][CH:14]([NH:16][CH2:17][CH2:18][CH3:19])[CH2:13]2)[S:6][C:7]=1[C:8]([O:10][CH3:11])=[O:9])[CH3:2].[Cl:20][C:21]1[N:22]=[C:23]([C:28](O)=[O:29])[NH:24][C:25]=1[CH2:26][CH3:27].CCN=C=NCCCN(C)C.Cl.ON1C2C=CC=CC=2N=N1.CN1CCOCC1>>[Cl:20][C:21]1[N:22]=[C:23]([C:28]([N:16]([CH2:17][CH2:18][CH3:19])[CH:14]2[CH2:15][N:12]([C:5]3[S:6][C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:3]([CH2:1][CH3:2])[N:4]=3)[CH2:13]2)=[O:29])[NH:24][C:25]=1[CH2:26][CH3:27]Participants
6
Reactant 5
Product 1
Procedure
The same operation as in Example (221c) was performed using methyl 4-ethyl-2-[3-(n-propylamino)azetidin-1-yl]-1,3-thiazole-5-carboxylate obtained in Example (228b) (74 mg, 0.26 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained in Example (1d) (46 mg, 0.26 mmol), WSC hydrochloride (150 mg, 0.78 mmol), 1-hydroxybenzotriazole (35 mg, 0.26 mmol) and N-methylmorpholine (0.06 mL, 0.52 mmol), to obtain 75 mg of the title compound as a colorless oily substance (65%).
Sources & evidence
- ORD record
- ord-3c110367b791433198544c8a56b2c2c7
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08536197B2
Reaction notes
Loading…