phenyl(pyrrolidin-2-yl)methanol → HCID 60094105, compound

HRID 2307308Notes

Reaction equation

[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:23])[C:12]3[C:19]([CH3:20])=[C:18]([CH2:21]Cl)[S:17][C:13]=3[N:14]([CH3:16])[CH:15]=2)=[O:9])=[CH:4][CH:3]=1.[OH:26][CH:27]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH:28]1[CH2:32][CH2:31][CH2:30][NH:29]1>>[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:23])[C:12]3[C:19]([CH3:20])=[C:18]([CH2:21][N:29]4[CH2:30][CH2:31][CH2:32][C@@H:28]4[C@@H:27]([OH:26])[C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[S:17][C:13]=3[N:14]([CH3:16])[CH:15]=2)=[O:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 12628016phenyl(pyrrolidin-2-yl)methanol

HCID 22605721HCID 22605721, compound

Product 1

HCID 60094105HCID 60094105, compound

Procedure

Analogous to the procedures described in Example 2, N-(4-chlorobenzyl)-2-(chloromethyl)-3,7-dimethyl-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide (Preparation 30) is treated with 2-(hydroxy(phenyl)methyl)pyrrolidine (Preparations 2) to afford the title compound.

Sources & evidence

ORD record: ord-d8cf259ca6214e3b938d2686cfd20713
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06831081B2

Reaction notes

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