4-Morpholinecarbonyl chloride → HCID 178461389, compound

HRID 2384295Notes

Reaction equation

HRID 2384295 reaction equation
[CH2:1]([O:3][C:4](=[O:29])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15]([C@H:22]2[CH2:27][CH2:26][C@H:25]([CH3:28])[CH2:24][CH2:23]2)[CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[O:14])=[N:9][CH:8]=1)[CH3:2].[N:30]1([C:36](Cl)=[O:37])[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>>[CH2:1]([O:3][C:4](=[O:29])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15]([C@H:22]2[CH2:23][CH2:24][C@H:25]([CH3:28])[CH2:26][CH2:27]2)[CH:16]2[CH2:21][CH2:20][N:19]([C:36]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[O:37])[CH2:18][CH2:17]2)=[O:14])=[N:9][CH:8]=1)[CH3:2].[CH3:28][C@H:25]1[CH2:26][CH2:27][C@H:22]([N:15]([CH:16]2[CH2:17][CH2:18][N:19]([C:36]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[O:37])[CH2:20][CH2:21]2)[C:13](=[O:14])[NH:12][C:10]2[S:11][C:7]([S:6][CH2:5][C:4]([OH:3])=[O:29])=[CH:8][N:9]=2)[CH2:23][CH2:24]1

Participants

4

Reactant 2

HCID 848104-Morpholinecarbonyl chlorideHCID 178473158HCID 178473158, compound

Product 2

HCID 178461389HCID 178461389, compoundHCID 178473159HCID 178473159, compound

Procedure

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

Sources & evidence

ORD record
ord-d9139f15f85f497b8aeedab7572904c2
Source dataset
uspto-grants-2012_09
Patent number
US08263634B2

Reaction notes

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