L-Tartaric acid → HCID 131734723, compound

HRID 1774701Notes

Reaction equation

HRID 1774701 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]2[C:6]([N:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]4[CH:30]=[C:29]5[C:24]([CH:25]=[CH:26][C:27](=[O:31])[NH:28]5)=[CH:23][CH:22]=4)[CH2:12][CH2:11]3)=[CH:7][CH:8]=[CH:9][C:2]1=2.[C:32]([OH:41])(=[O:40])[C@@H:33]([C@H:35]([C:37]([OH:39])=[O:38])[OH:36])[OH:34]>ClCCl.CO.O>[C:37]([C@@H:35]([C@H:33]([C:32]([OH:41])=[O:40])[OH:34])[OH:36])([OH:39])=[O:38].[S:1]1[CH:5]=[CH:4][C:3]2[C:6]([N:10]3[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]4[CH:30]=[C:29]5[C:24]([CH:25]=[CH:26][C:27](=[O:31])[NH:28]5)=[CH:23][CH:22]=4)[CH2:14][CH2:15]3)=[CH:7][CH:8]=[CH:9][C:2]1=2

Participants

6

Reactant 2

HCID 444305L-Tartaric acidHCID 11978813Brexpiprazole

Product 1

HCID 131734723HCID 131734723, compoundYield 95.6%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)-butoxy]-1H-quinolin-2-one (15 g) in dichloromethane (100 ml) and methanol (100 ml) was heated to 60° C., dissolved, and L(+)-tartaric acid (5.72 g) dissolved in water (10 ml) was added at room temperature. The precipitated crystals were collected by filtration, and dried to give 7-[4-(4 benzo[b]thiophen-4-yl-piperazin-1-yl)-butoxy]-1H-quinolin-2-one L(+)-tartrate (19.3 g).

Workup

  1. dissolutiondissolved
  2. additionwas added at room temperature
  3. filtrationThe precipitated crystals were collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-5d5606508f0146a985fe3167534af726
Source dataset
uspto-grants-2016_02
Patent number
US09260420B2

Reaction notes

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