1-acetyl-N-(4-methylcyclohexyl)piperidin-4-amine → HCID 178473844, compound

HRID 253911Notes

Reaction equation

HRID 253911 reaction equation
C([O:3][C:4](=[O:33])[CH2:5][CH2:6][S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16]([CH:24]2[CH2:29][CH2:28][N:27]([C:30](=[O:32])[CH3:31])[CH2:26][CH2:25]2)[CH:17]2[CH2:22][CH2:21][CH:20]([CH3:23])[CH2:19][CH2:18]2)=[O:15])=[N:10][CH:9]=1)C.CC1CCC(NC2CCN(C(=O)C)CC2)CC1.C(OC(=O)CCSC1SC(N)=NC=1)C>>[C:30]([N:27]1[CH2:26][CH2:25][CH:24]([N:16]([C@H:17]2[CH2:18][CH2:19][C@H:20]([CH3:23])[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:33])=[O:3])=[CH:9][N:10]=2)[CH2:29][CH2:28]1)(=[O:32])[CH3:31]

Participants

4

Reactant 3

HCID 252195961-acetyl-N-(4-methylcyclohexyl)piperidin-4-amineHCID 57481428Ethyl 3-[(2-amino-1,3-thiazol-5-YL)sulfanyl]propanoateHCID 866112213-{2-[3-(1-Acetyl-piperidin-4-yl)-3-(4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-propionic acid ethyl ester

Product 1

HCID 178473844HCID 178473844, compound

Procedure

3-{2-[3-(1-Acetyl-piperidin-4-yl)-3-(4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-propionic acid ethyl ester prepared as described in general procedures (A) and (B) using 1-[4-(4-methyl-cyclohexylamino)-piperidin-1-yl]-ethanone and 3-(2-amino-thiazol-5-ylsulfanyl)propionic acid ethyl ester. Hydrolysis using general procedure (F) gave the title compound.

Workup

  1. customHydrolysis

Sources & evidence

ORD record
ord-608e4602a1604e08b5c75b9eaab4f022
Source dataset
uspto-grants-2011_01
Patent number
US07872139B2

Reaction notes

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