Hydrochloric Acid → HCID 178446662, compound

HRID 1363705Notes

Reaction equation

[CH:1]1([N:7]([CH2:21][CH2:22][C:23]2[CH:28]=CC=C[CH:24]=2)[C:8](=[O:20])[NH:9][C:10]2[S:11][C:12]([S:15][CH2:16][C:17](O)=O)=[CH:13][N:14]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:29](=O)CC(C)C.Cl.C[C@H]1CC[C@H](N)CC1.C([O:46][C:47](=[O:50])CC)C.Cl.CCN(C(C)C)C(C)C>>[CH3:28][CH:23]([CH3:24])[CH2:22][CH2:21][N:7]([C@H:1]1[CH2:2][CH2:3][C@H:4]([CH3:29])[CH2:5][CH2:6]1)[C:8](=[O:20])[NH:9][C:10]1[S:11][C:12]([S:15][CH2:16][CH2:17][C:47]([OH:50])=[O:46])=[CH:13][N:14]=1

Participants

Reactant 6

HCID 313Hydrochloric Acid

HCID 7749Ethyl Propionate

HCID 115523-Methylbutanal

HCID 81531Diisopropylethylamine

HCID 11993791[2-(3-Cyclohexyl-3-phenethylureido)-thiazol-5-ylsulfanyl]-acetic acid

HCID 178461307HCID 178461307, compound

Product 1

HCID 178446662HCID 178446662, compound

Procedure

Prepared as described for the synthesis of [2-(3-cyclohexyl-3-phenethyl-ureido)-thiazol-5-ylsulfanyl]-acetic acid, from isovaleraldehyde, trans-4-methylcyclohexylamine hydrochloride and 2-amino-thiazol-5-ylsulfanyl)-propionic acid ethyl ester. The hydrochloride was added one equivalent DIPEA prior to the reaction.

Workup

customPrepared
customto the reaction

Sources & evidence

ORD record: ord-2b6e507e3f934f268e46858947c1af31
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07884210B2

Reaction notes

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