4-(2,6-Dimethylmorpholino)aniline → 6-Methoxy-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid [4-(2,6-dimethyl-morpholin-4-yl)-phenyl]-amide

HRID 2414522Notes

Reaction equation

HRID 2414522 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].[CH3:25][CH:26]1[O:31][CH:30]([CH3:32])[CH2:29][N:28]([C:33]2[CH:38]=[CH:37][C:36]([NH2:39])=[CH:35][CH:34]=2)[CH2:27]1>>[CH3:32][CH:30]1[O:31][CH:26]([CH3:25])[CH2:27][N:28]([C:33]2[CH:38]=[CH:37][C:36]([NH:39][C:21]([C:9]3[O:10][C:11]4[C:6]([C:7](=[O:24])[CH:8]=3)=[CH:5][C:4]([O:3][CH3:2])=[CH:13][C:12]=4[N:14]3[CH2:15][CH2:16][N:17]([CH3:20])[CH2:18][CH2:19]3)=[O:22])=[CH:35][CH:34]=2)[CH2:29]1

Participants

3

Reactant 2

HCID 27945664-(2,6-Dimethylmorpholino)anilineHCID 692667556-Methoxy-8-(4-Methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid hydrochloride

Product 1

HCID 235333566-Methoxy-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid [4-(2,6-dimethyl-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 4-(2,6-dimethyl-morpholin-4-yl)-phenylamine (Maybridge) as prepared in Example 12, yielding a yellow solid. (70 mg=49%), LCMS-m/z=507.5.

Workup

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

Sources & evidence

ORD record
ord-811b6107300443699c1127116ea3c9e5
Source dataset
uspto-grants-2004_11
Patent number
US06812225B2

Reaction notes

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