2-Amino-thiazole-5-carboxylic acid ethyl ester → 3-cyclopentyl-2-[4-(3-methoxy-prop-1-ynyl)-phenyl]-N-thiazol-2-yl-propionamide

HRID 1936235Notes

Reaction equation

HRID 1936235 reaction equation
C1(CC(C2C=CC(C#CCOC)=CC=2)C(O)=O)CCCC1.NC1SC(C(OCC)=O)=CN=1.C(OC([C:38]1[N:39]=[C:40]([NH:43][C:44](=[O:63])[CH:45]([C:52]2[CH:57]=[CH:56][C:55]([C:58]#[C:59][CH2:60][O:61][CH3:62])=[CH:54][CH:53]=2)[CH2:46][CH:47]2[CH2:51][CH2:50][CH2:49][CH2:48]2)[S:41][CH:42]=1)=O)C>>[CH:47]1([CH2:46][CH:45]([C:52]2[CH:53]=[CH:54][C:55]([C:58]#[C:59][CH2:60][O:61][CH3:62])=[CH:56][CH:57]=2)[C:44]([NH:43][C:40]2[S:41][CH:42]=[CH:38][N:39]=2)=[O:63])[CH2:51][CH2:50][CH2:49][CH2:48]1

Participants

4

Reactant 3

HCID 3146282-Amino-thiazole-5-carboxylic acid ethyl esterHCID 102750112-{3-Cyclopentyl-2-[4-(3-methoxy-prop-1-ynyl)-phenyl]-propionylamino}-thiazole-4-carboxylic acid ethyl esterHCID 224652903-Cyclopentyl-2-[4-(3-methoxy-prop-1-ynyl)-phenyl]-propionic acid

Product 1

HCID 99474613-cyclopentyl-2-[4-(3-methoxy-prop-1-ynyl)-phenyl]-N-thiazol-2-yl-propionamide

Procedure

From 3-cyclopentyl-2-[4-(3-methoxy-prop-1-ynyl)-phenyl]-propionic acid and ethyl 2-amino-5-thiazolecarboxylate: 2-{3-cyclopentyl-2-[4-(3-methoxy-prop-1-ynyl)-phenyl]-propionylamino}-thiazole-4-carboxylic acid ethyl ester as a white foam: EI-HRMS m/e calcd for C24H28N2O4S (M+) 440.1770, found 440.1761.

Sources & evidence

ORD record
ord-6a08406282d24160aae113c457b10bae
Source dataset
uspto-grants-2002_05
Patent number
US06388071B2

Reaction notes

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