3-Amino-1,2-propanediol → 2-Chloro-N-(1-{2-[(2,3-dihydroxypropyl)amino]-2-oxoethyl}-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-6H-thieno[2,3-b]pyrrole-5-carboxamide

HRID 1247503Notes

Reaction equation

HRID 1247503 reaction equation
[Cl:1][C:2]1[S:28][C:5]2[NH:6][C:7]([C:9]([NH:11][CH:12]3[CH2:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]([CH2:22][CH:23]([OH:26])CO)[C:13]3=[O:27])=[O:10])=[CH:8][C:4]=2[CH:3]=1.[NH2:29][CH2:30][CH:31]([OH:34])[CH2:32][OH:33]>>[Cl:1][C:2]1[S:28][C:5]2[NH:6][C:7]([C:9]([NH:11][CH:12]3[CH2:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]([CH2:22][C:23]([NH:29][CH2:30][CH:31]([OH:34])[CH2:32][OH:33])=[O:26])[C:13]3=[O:27])=[O:10])=[CH:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 735613-Amino-1,2-propanediolHCID 117428502-chloro-N-(1-(2,3-dihydroxypropyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-6H-thieno(2,3-b)pyrrole-5-carboxamide

Product 1

HCID 104351272-Chloro-N-(1-{2-[(2,3-dihydroxypropyl)amino]-2-oxoethyl}-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-6H-thieno[2,3-b]pyrrole-5-carboxamideYield 47%

Procedure

In an similar manner to Example 3, using 2-chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid (Method 9) as the carboxylic acid and 3-aminopropane-1,2-diol as the amine the title compound (47%) was prepared as a solid.

Sources & evidence

ORD record
ord-5883db8dd31148e98ceaa94f49d2a119
Source dataset
uspto-grants-2006_10
Patent number
US07129249B2

Reaction notes

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