(2-Thienylmethyl)amine → 3-(3,5-Dichloro-2-hydroxyphenyl)-3-{(5-oxo-1-(3-{((2-thienylmethyl)amino)carbonylamino}phenyl)pyrrolidin-3-yl)carbonylamino}propanoic acid

HRID 22904

Reaction equation

HRID 22904 reaction equation
FC1C=C(C(N[C:14]([CH:16]2[CH2:20][C:19](=[O:21])[N:18]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([NH:28][C:29]([NH:31][CH2:32][C:33]4C=C[CH:36]=[CH:35][CH:34]=4)=[O:30])[CH:23]=3)[CH2:17]2)=[O:15])CC(O)=O)C=CC=1.[NH2:39][CH:40]([C:47]1[CH:52]=[C:51]([Cl:53])[CH:50]=[C:49]([Cl:54])[C:48]=1[OH:55])[CH2:41][C:42]([O:44]CC)=[O:43].[S:56]1C=CC=C1CN>>[Cl:54][C:49]1[C:48]([OH:55])=[C:47]([CH:40]([NH:39][C:14]([CH:16]2[CH2:20][C:19](=[O:21])[N:18]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([NH:28][C:29]([NH:31][CH2:32][C:33]4[S:56][CH:36]=[CH:35][CH:34]=4)=[O:30])[CH:23]=3)[CH2:17]2)=[O:15])[CH2:41][C:42]([OH:44])=[O:43])[CH:52]=[C:51]([Cl:53])[CH:50]=1

Participants

4

Reactant 3

HCID 34005(2-Thienylmethyl)amineHCID 225917543-(3-Fluorophenyl)-3-{(5-oxo-1-(3-{(benzylamino)carbonylamino}phenyl)pyrrolidin-3-yl)carbonylamino}propanoic acidHCID 22591801Ethyl 3-amino-3-(3,5-dichloro-2-hydroxyphenyl)propanoate

Product 1

HCID 101674023-(3,5-Dichloro-2-hydroxyphenyl)-3-{(5-oxo-1-(3-{((2-thienylmethyl)amino)carbonylamino}phenyl)pyrrolidin-3-yl)carbonylamino}propanoic acid

Procedure

The title compound was analogously synthesized to the preparation of 3-(3-fluorophenyl)-3-{(5-oxo-1-(3-{(benzylamino)carbonylamino}phenyl)pyrrolidin-3-yl)carbonylamino}propanoic acid from ethyl 3-amino-3-(3,5-dichloro-2-hydroxyphenyl)propanoate and 2-thienylmethyl amine. MS (ES+): 591 (M+H)+; (ES−): 589 (M−H)−.

Sources & evidence

ORD record
ord-2dcac970ba41443aa25c723595a5a9dc
Source dataset
uspto-grants-2005_02
Patent number
US06849639B2

Linked notes

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