phenyl(pyrrolidin-2-yl)methanol → HCID 20744391, compound

HRID 2307301Notes

Reaction equation

[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:29])[C:12]3[CH:26]=[C:25]([CH2:27]Cl)[S:24][C:13]=3[N:14]([CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[CH:15]=2)=[O:9])=[CH:4][CH:3]=1.[OH:32][CH:33]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH:34]1[CH2:38][CH2:37][CH2:36][NH:35]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:29])[C:12]3[CH:26]=[C:25]([CH2:27][N:35]4[CH2:36][CH2:37][CH2:38][C@@H:34]4[C@@H:33]([OH:32])[C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[S:24][C:13]=3[N:14]([CH2:16][CH2:17][N:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)[CH:15]=2)=[O:9])=[CH:30][CH:31]=1

Participants

Reactant 2

HCID 12628016phenyl(pyrrolidin-2-yl)methanol

HCID 22605684HCID 22605684, compound

Product 1

HCID 20744391HCID 20744391, compound

Procedure

Analogous to the procedures described in Example 2, N-(4-chlorobenzyl)-2-(chloromethyl)-7-(2-morpholin-4-ylethyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide (Preparation 23) is treated with 2-(hydroxy(phenyl)methyl)pyrrolidine (Preparation 2) to afford the title compound.

Sources & evidence

ORD record: ord-6f7d0076228f4d168d804f6befcd5541
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06831081B2

Reaction notes

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