7-Chlorothieno[3,2-b]pyridine-2-carboxylic acid → 2-(Azetidin-1-ylcarbonyl)-7-chlorothieno[3,2-b]pyridine

HRID 1272056Notes

Reaction equation

HRID 1272056 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([OH:13])=O)[S:10][C:3]=12.Cl.[NH:15]1[CH2:18][CH2:17][CH2:16]1>>[N:15]1([C:11]([C:9]2[S:10][C:3]3[C:4](=[N:5][CH:6]=[CH:7][C:2]=3[Cl:1])[CH:8]=2)=[O:13])[CH2:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 112760337-Chlorothieno[3,2-b]pyridine-2-carboxylic acidHCID 12308726Azetidine hydrochloride

Product 1

HCID 221435492-(Azetidin-1-ylcarbonyl)-7-chlorothieno[3,2-b]pyridine

Procedure

was prepared from 7-chloro-thieno[3,2-b]pyridine-2-carboxylic acid and azetidine hydrochloride following Method A. 1H NMR (300 MHz, DMSO-d6) δ 8.72 (1H, d, J=5.1 Hz), 7.96 (1H, s), 7.70 (1H, d, J=5.1 Hz), 4.62 (2H, t, J=7.4 Hz), 4.12 (2H, t, J=7.7 Hz), 2.34 (2H, tt, J=7.4, 7.7 Hz).

Sources & evidence

ORD record
ord-862f05be772741fb9de416845845c089
Source dataset
uspto-grants-2007_04
Patent number
US07208500B2

Reaction notes

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