2-(Methoxymethyl)pyrrolidine → (2r)-(7-Chloro-thieno[3,2-b]pyridin-2-yl)-(2-methoxymethyl-pyrrolidin-1-yl)-methanone

HRID 889886Notes

Reaction equation

HRID 889886 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([O-:13])=O)[S:10][C:3]=12.[Li+].[CH3:15][O:16][CH2:17][CH:18]1[CH2:22][CH2:21][CH2:20][NH:19]1>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:19]3[CH2:20][CH2:21][CH2:22][C@@H:18]3[CH2:17][O:16][CH3:15])=[O:13])[S:10][C:3]=12

Participants

3

Reactant 2

HCID 1439532-(Methoxymethyl)pyrrolidineHCID 23677819Lithium 7-chlorothieno[3,2-b]pyridine-2-carboxylate

Product 1

HCID 20767766(2r)-(7-Chloro-thieno[3,2-b]pyridin-2-yl)-(2-methoxymethyl-pyrrolidin-1-yl)-methanone

Procedure

The title compound was prepared from lithium 7-chloro-thieno[3,2-b]pyridine-2-carboxylate and 2-methoxymethyl-pyrrolidine by a procedure analogous to Example 1C. MS: 312/314 (MH+); HPLC Rf: 4.87 min; HPLC purity: 99%.

Sources & evidence

ORD record
ord-d2ed09d6f8804324bdfab55289778453
Source dataset
uspto-grants-2006_02
Patent number
US06995171B2

Reaction notes

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