3-Chloro-4-morpholinoaniline → 6-Methoxy-8-(4-Methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid (3-chloro-4-morpholin-4-yl-phenyl)-amide

HRID 2414520Notes

Reaction equation

HRID 2414520 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[C:12]([N:14]3[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]3)[CH:13]=1)[O:10][C:9]([C:21](O)=[O:22])=[CH:8][C:7]2=[O:24].[Cl:25][C:26]1[CH:27]=[C:28]([NH2:38])[CH:29]=[CH:30][C:31]=1[N:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1>>[Cl:25][C:26]1[CH:27]=[C:28]([NH:38][C:21]([C:9]2[O:10][C:11]3[C:6]([C:7](=[O:24])[CH:8]=2)=[CH:5][C:4]([O:3][CH3:2])=[CH:13][C:12]=3[N:14]2[CH2:15][CH2:16][N:17]([CH3:20])[CH2:18][CH2:19]2)=[O:22])[CH:29]=[CH:30][C:31]=1[N:32]1[CH2:33][CH2:34][O:35][CH2:36][CH2:37]1

Participants

3

Reactant 2

HCID 1086613-Chloro-4-morpholinoanilineHCID 692667556-Methoxy-8-(4-Methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid hydrochloride

Product 1

HCID 235333486-Methoxy-8-(4-Methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid (3-chloro-4-morpholin-4-yl-phenyl)-amide

Procedure

This compound was prepared from 6-Methoxy-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid hydrochloride (Reference Example 2) and commercially available 3-chloro-4-morpholin-4-yl-phenylamine (Maybridge) as prepared in Example 12, yielding a yellow solid. (45 mg=31%) LCMS-m/z=513.5.

Workup

  1. customas prepared in Example 12
  2. customyielding a yellow solid

Sources & evidence

ORD record
ord-09c5262f4fc346ccb71245b285c001ff
Source dataset
uspto-grants-2004_11
Patent number
US06812225B2

Reaction notes

Loading…