2-Methoxy-4-morpholinoaniline → 6-Methoxy-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid (2-methoxy-4-morpholin-4-yl-phenyl)-amide

HRID 2414521Notes

Reaction equation

HRID 2414521 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]([OH:23])=O)=[CH:8][C:7]2=[O:24].[CH3:25][O:26][C:27]1[CH:32]=[C:31]([N:33]2[CH2:38][CH2:37][O:36][CH2:35][CH2:34]2)[CH:30]=[CH:29][C:28]=1[NH2:39]>>[CH3:25][O:26][C:27]1[CH:32]=[C:31]([N:33]2[CH2:34][CH2:35][O:36][CH2:37][CH2:38]2)[CH:30]=[CH:29][C:28]=1[NH:39][C:21]([C:9]1[O:10][C:11]2[C:6]([C:7](=[O:24])[CH:8]=1)=[CH:5][C:4]([O:3][CH3:2])=[CH:13][C:12]=2[N:14]1[CH2:15][CH2:16][N:17]([CH3:20])[CH2:18][CH2:19]1)=[O:23]

Participants

3

Reactant 2

HCID 4149602-Methoxy-4-morpholinoanilineHCID 692667556-Methoxy-8-(4-Methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid hydrochloride

Product 1

HCID 235333246-Methoxy-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid (2-methoxy-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 2-methoxy-4-morpholin-4-yl-phenylamine (SALOR) as prepared in Example 12, yielding a yellow solid. (55 mg=38%), LCMS-m/z=510.5.

Workup

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

Sources & evidence

ORD record
ord-f9da706d5307413d9201840425dd0825
Source dataset
uspto-grants-2004_11
Patent number
US06812225B2

Reaction notes

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