Maleic Acid → T-817 maleate

HRID 597810Notes

Reaction equation

[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][N:16]3[CH2:19][CH:18]([OH:20])[CH2:17]3)=[CH:9][C:4]=2[CH:3]=[CH:2]1.[C:21]([OH:28])(=[O:27])/[CH:22]=[CH:23]\[C:24]([OH:26])=[O:25]>CC(C)=O>[C:21]([OH:28])(=[O:27])/[CH:22]=[CH:23]\[C:24]([OH:26])=[O:25].[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][N:16]3[CH2:19][CH:18]([OH:20])[CH2:17]3)=[CH:9][C:4]=2[CH:3]=[CH:2]1

Participants

Conditions

Temperature: 60 °C

Procedure

8.00 g of 1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-azetidinol was dissolved in 56 ml of acetone. Thereafter, 3.19 g of maleic acid was added thereto, and the obtained mixture was heated to 60° C. for dissolution. The reaction mixture was gradually cooled, and it was then stirred at 5° C. for 30 minutes. Thereafter, precipitated crystals were collected by filtration, so as to obtain 9.89 g of an achromatic crystal, 1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-azetidinol maleate.

Workup

temperatureThe reaction mixture was gradually cooled
customThereafter, precipitated crystals
filtrationwere collected by filtration

Sources & evidence

ORD record: ord-d1781644ee04440a86ad24410d7cbabd
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07897594B2

Reaction notes

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