HCID 22605684, compound → HCID 60094109, compound

HRID 2307302Notes

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.Cl.[NH:33]1[CH2:38][CH2:37][O:36][CH2:35][C@@H:34]1[C@H:39]([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[OH:40]>>[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:33]4[CH2:38][CH2:37][O:36][CH2:35][C@@H:34]4[C@@H:39]([OH:40])[C:41]4[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=4)[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:30][CH:31]=1

Participants

Reactant 2

HCID 22605684HCID 22605684, compound

HCID 69860165HCID 69860165, compound

Product 1

HCID 60094109HCID 60094109, compound

Procedure

Analogous to the procedures described in Example 15, 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 (S)-(3R)-morpholin-3-yl(phenyl)methanol hydrochloride (Preparation 9) to afford the title compound.

Sources & evidence

ORD record: ord-4f1146b91f4e4a3d893b7b5d3abd1c96
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06831081B2

Reaction notes

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