4-Methylmorpholine → HCID 67548537, compound

HRID 43913Notes

Reaction equation

HRID 43913 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:6][N:5]([C:7]2[S:8][C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:10]([CH3:12])[N:11]=2)[CH2:4]1.[Cl:18][C:19]1[N:20]=[C:21]([C:26](O)=[O:27])[NH:22][C:23]=1[CH2:24][CH3:25].CCN=C=NCCCN(C)C.Cl.ON1C2C=CC=CC=2N=N1.CN1CCOCC1>>[Cl:18][C:19]1[N:20]=[C:21]([C:26]([NH:1][CH2:2][CH:3]2[CH2:6][N:5]([C:7]3[S:8][C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:10]([CH3:12])[N:11]=3)[CH2:4]2)=[O:27])[NH:22][C:23]=1[CH2:24][CH3:25]

Participants

6

Reactant 5

HCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 675489294-chloro-5-ethyl-1H-imidazole-2-carboxylic acidHCID 67549202Ethyl 2-[3-(aminomethyl)-1-azetidinyl]-4-methyl-5-thiazolecarboxylate

Product 1

HCID 67548537HCID 67548537, compoundYield 56%

Procedure

The same operation as in Example (221c) was performed using ethyl 2-[3-(aminomethyl)azetidin-1-yl]-4-methyl-1,3-thiazole-5-carboxylate obtained in Example (233c) (51 mg, 0.20 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained in Example (1d) (52 mg, 0.30 mmol), WSC hydrochloride (115 mg, 0.60 mmol), 1-hydroxybenzotriazole (30 mg, 0.22 mmol) and N-methylmorpholine (0.04 mL, 0.40 mmol), to obtain 46 mg of the title compound as a white solid (56%).

Sources & evidence

ORD record
ord-511b77c9a0c546178e340f12342ad283
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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