HCID 10249252, compound → HCID 60094112, compound

HRID 2307289Notes

Reaction equation

HRID 2307289 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:22])[C:12]3[CH:19]=[C:18]([CH2:20]Cl)[S:17][C:13]=3[N:14]([CH3:16])[CH:15]=2)=[O:9])=[CH:4][CH:3]=1.[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH:31]([CH:33]1[CH2:37][CH2:36][CH2:35][NH:34]1)[OH:32]>>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:22])[C:12]3[CH:19]=[C:18]([CH2:20][N:34]4[CH2:35][CH2:36][CH2:37][C@@H:33]4[C@@H:31]([OH:32])[C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][N:25]=4)[S:17][C:13]=3[N:14]([CH3:16])[CH:15]=2)=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 10249252HCID 10249252, compoundHCID 22498701HCID 22498701, compound

Product 1

HCID 60094112HCID 60094112, compound

Procedure

Analogous to the procedures described in Example 2, N-(4-Chlorobenzyl)-2-(chloromethyl)-7-methyl-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide (Preparation 1) is treated with pyridin-2-yl(pyrrolidin-2-yl)methanol (Preparation 3) to afford the title compound. Physical characteristics. 1H NMR (400 MHz, DMSO-d6) δ 10.62, 8.70, 8.50, 7.78, 7.54, 7.41-7.33, 7.30, 7.24, 5.13, 4.67, 4.55, 4.04, 3.96, 3.73, 3.15-3.10, 2.94-2.86, 2.33-2.27, 1.84-1.77, 1.64-1.46; MS (ESI+) m/z 523 (M+H)+.

Sources & evidence

ORD record
ord-9761d2b109ef46b78f500016fb9a2bee
Source dataset
uspto-grants-2004_12
Patent number
US06831081B2

Reaction notes

Loading…