Acetone → DN9H25S82Z

HRID 495012Notes

Reaction equation

HRID 495012 reaction equation
[CH3:1][O:2][C:3]1[C:12]([CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([N:21]3[C:29]4[C:24](=[CH:25][CH:26]=[C:27]([C:30]([NH:32][CH3:33])=[O:31])[CH:28]=4)[CH:23]=[CH:22]3)[CH2:17][CH2:16]2)=[C:11]2[C:6]([C:7](=[O:36])[CH2:8][C:9]([CH3:35])([CH3:34])[O:10]2)=[CH:5][CH:4]=1.[C:37]([OH:44])(=[O:43])/[CH:38]=[CH:39]/[C:40]([OH:42])=[O:41].CC(C)=O>O>[C:37]([OH:44])(=[O:43])/[CH:38]=[CH:39]/[C:40]([OH:42])=[O:41].[CH3:1][O:2][C:3]1[C:12]([CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([N:21]3[C:29]4[C:24](=[CH:25][CH:26]=[C:27]([C:30]([NH:32][CH3:33])=[O:31])[CH:28]=4)[CH:23]=[CH:22]3)[CH2:17][CH2:16]2)=[C:11]2[C:6]([C:7](=[O:36])[CH2:8][C:9]([CH3:34])([CH3:35])[O:10]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 444972Fumaric AcidHCID 11677552E-2110 free base

Product 1

HCID 16038980DN9H25S82ZYield 88.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-{1-[2-(7-methoxy-2,2-dimethyl-4-oxochroman-8-yl)ethyl]piperidin-4-yl}-N-methyl-1H-indole-6-carboxamide (1.00 g) and fumaric acid (0.249 g) were dissolved in a mixed solvent consisting of acetone (5 ml) and water (15 ml) at 60° C. Thereafter, the reaction solution was left at room temperature for 1 hour. The deposited solid was collected by filtration. The collected crystal was washed with a mixed solvent consisting of acetone (2.5 ml) and water (7.5 ml), so as to obtain the subject compound (1.09 g).

Workup

  1. filtrationThe deposited solid was collected by filtration
  2. washThe collected crystal was washed with a mixed solvent

Sources & evidence

ORD record
ord-48dabf7afe454b079a0ee41939b4ecb5
Source dataset
uspto-grants-2009_05
Patent number
US07538123B2

Reaction notes

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