4-Morpholinecarbonyl chloride → HCID 86611232, compound

HRID 532068Notes

Reaction equation

HRID 532068 reaction equation
[CH2:1]([O:3][C:4](=[O:30])[CH2:5][CH2:6][S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16]([C@H:23]2[CH2:28][CH2:27][C@H:26]([CH3:29])[CH2:25][CH2:24]2)[CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[O:15])=[N:10][CH:9]=1)[CH3:2].[N:31]1([C:37](Cl)=[O:38])[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1>>[CH2:1]([O:3][C:4](=[O:30])[CH2:5][CH2:6][S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16]([CH:23]2[CH2:28][CH2:27][CH:26]([CH3:29])[CH2:25][CH2:24]2)[CH:17]2[CH2:22][CH2:21][N:20]([C:37]([N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)=[O:38])[CH2:19][CH2:18]2)=[O:15])=[N:10][CH:9]=1)[CH3:2].[CH3:29][C@H:26]1[CH2:25][CH2:24][C@H:23]([N:16]([CH:17]2[CH2:18][CH2:19][N:20]([C:37]([N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)=[O:38])[CH2:21][CH2:22]2)[C:14](=[O:15])[NH:13][C:11]2[S:12][C:8]([S:7][CH2:6][CH2:5][C:4]([OH:3])=[O:30])=[CH:9][N:10]=2)[CH2:28][CH2:27]1

Participants

4

Reactant 2

HCID 848104-Morpholinecarbonyl chlorideHCID 178472291HCID 178472291, compound

Product 2

HCID 86611232HCID 86611232, compoundHCID 178461382HCID 178461382, compound

Procedure

3-(2-{3-(4-Methyl-cyclohexyl)-3-[1-(morpholine-4-carbonyl)-piperidin-4-yl]-ureido}-thiazol-5-ylsulfanyl)-propionic acid ethyl ester was prepared in a similar manner to Example 554 using 3-{2-[3-(trans-4-methyl-cyclohexyl)-3-piperidin-4-yl-ureido]-thiazol-5-ylsulfanyl}-propionic acid ethyl ester and 4-morpholinecarbonyl chloride. Hydrolysis using general procedure (F) gave the title compound

Workup

  1. customHydrolysis

Sources & evidence

ORD record
ord-c5a55b89f16d4b5f9c1aa8b7576a3a81
Source dataset
uspto-grants-2014_10
Patent number
USRE045183E1

Reaction notes

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