Pyrrolidine → (7-Chlorothieno[3,2-b]pyridin-2-yl)(pyrrolidin-1-yl)methanone

HRID 1825099Notes

Reaction equation

HRID 1825099 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.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)=[O:13])[S:10][C:3]=12

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 112760337-Chlorothieno[3,2-b]pyridine-2-carboxylic acid

Product 1

HCID 11173165(7-Chlorothieno[3,2-b]pyridin-2-yl)(pyrrolidin-1-yl)methanone

Procedure

This material was prepared from the coupling of 7-chlorothieno[3,2-b]pyridine-2-carboxylic acid and pyrrolidine in a manner as previously described for example 9d. 1H NMR (300 MHz, CD3OD) δ 8.60 (1H, d, J=5.1 Hz), 7.84 (1H, s), 7.32 (1H, d, J=5.1 Hz), 3.82 (2H, t, J=6.4 Hz), 3.70 (2H, t, J=6.6 Hz), 2.02 (4H, m). LCMS (ESI+) [M+H]/z Calc'd 267. found 267.

Sources & evidence

ORD record
ord-8162cf9b9dc04fc788ea3d77a492b4bc
Source dataset
uspto-grants-2006_05
Patent number
US07045528B2

Reaction notes

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