Lithium 7-chlorothieno[3,2-b]pyridine-2-carboxylate → HCID 60067053, compound

HRID 2308110Notes

Reaction equation

HRID 2308110 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+].[F:15][CH:16]1[C@H:20]([O:21][CH3:22])[CH2:19][NH:18][CH2:17]1>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:18]3[CH2:19][C@@H:20]([O:21][CH3:22])[CH:16]([F:15])[CH2:17]3)=[O:13])[S:10][C:3]=12

Participants

3

Reactant 2

HCID 23677819Lithium 7-chlorothieno[3,2-b]pyridine-2-carboxylateHCID 69847184HCID 69847184, compound

Product 1

HCID 60067053HCID 60067053, compound

Procedure

This material was prepared by the coupling of lithium 7-chlorothieno[3,2-b]pyridine-2-carboxylate and (4R)-3-fluoro-4-methoxypyrrolidine in a manner as previously described for Example 1(a), step (iv). 1H NMR (CD3OD) δ 8.57 (1H, d, J=5.1 Hz), 7.94 (1H, d, J=7.2 Hz), 7.48 (1H, d, J=5.1 Hz), 5.27-5.05 (1H, m), 4.18-3.93 (4H, m), 3.78-3.75 (1H, m), 3.35 (3H, d, J=14.1 Hz). ESIMS (MH+): 315.05

Sources & evidence

ORD record
ord-6bfb2c153bcc479c9704b65265468000
Source dataset
uspto-grants-2004_12
Patent number
US06833456B2

Reaction notes

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