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

HRID 500812Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:13]([CH3:15])[CH3:14])=[O:12])[S:10][C:3]=12.CNC.N1CC[CH2:21][CH2:20]1>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:13]3[CH2:15][CH2:21][CH2:20][CH2:14]3)=[O:12])[S:10][C:3]=12

Participants

Reactant 3

HCID 674Dimethylamine

HCID 31268Pyrrolidine

HCID 221435377-Chloro-N,N-dimethylthieno[3,2-b]pyridine-2-carboxamide

Product 1

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

Procedure

Following the procedures described above for the synthesis of compound 5 (scheme 1, example 1) but replacing dimethyl amine in the step 4 for pyrrolidine, title compound 139 was obtained. LRMS (M+1) 267.1 (100%).

Sources & evidence

ORD record: ord-be6a7d91d8b44742b1652ba84dfd3ae0
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07772247B2

Reaction notes

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