Dicyclohexylamine → HCID 57883903, compound

HRID 531909Notes

Reaction equation

HRID 531909 reaction equation
C([O:3][C:4](=[O:29])[CH2:5][S:6][CH2:7][C:8]1[N:9]=[C:10]([NH:13][C:14]([N:16]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:15])[S:11][CH:12]=1)C.C1(NC2CCCCC2)CCCCC1.C(OC(=O)CSCC1N=C(N)SC=1)C>>[CH:23]1([N:16]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[C:14](=[O:15])[NH:13][C:10]2[S:11][CH:12]=[C:8]([CH2:7][S:6][CH2:5][C:4]([OH:29])=[O:3])[N:9]=2)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1

Participants

4

Reactant 3

HCID 7582DicyclohexylamineHCID 43409799HCID 43409799, compoundHCID 86611180HCID 86611180, compound

Product 1

HCID 57883903HCID 57883903, compound

Procedure

[2-(3,3-Dicyclohexyl-ureido)-thiazol-4-ylmethylsulfanyl]-acetic acid ethyl ester prepared as described in general procedure (A) using dicyclohexylamine and (2-amino-thiazol-4-ylmethylsulfanyl)-acetic acid ethyl ester (prepared by reaction of 4-chloromethyl-thiazol-2-ylamine, ethyl-2-mercaptoacetate and potassium carbonate in DMF for 1 h at room temperature). Hydrolysis using general procedure (F) gave the title compound.

Workup

  1. customHydrolysis

Sources & evidence

ORD record
ord-3c1359882ebb4d6ea4b13d545f0f7c23
Source dataset
uspto-grants-2014_10
Patent number
USRE045183E1

Reaction notes

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