Acetone → Jtv-803

HRID 412629Notes

Reaction equation

[C:1]([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][C:16]3([C:28]([OH:30])=[O:29])[CH2:21][CH2:20][N:19]([C:22]4[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=4)[CH2:18][CH2:17]3)=[CH:9][CH:10]=2)[CH2:5]1)(=[NH:3])[NH2:2].[CH3:31][S:32]([OH:35])(=[O:34])=[O:33].CC(C)=O>O>[CH3:31][S:32]([OH:35])(=[O:34])=[O:33].[C:1]([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][C:16]3([C:28]([OH:30])=[O:29])[CH2:17][CH2:18][N:19]([C:22]4[CH:23]=[CH:24][N:25]=[CH:26][CH:27]=4)[CH2:20][CH2:21]3)=[CH:9][CH:10]=2)[CH2:5]1)(=[NH:2])[NH2:3]

Participants

Conditions

Temperature: 50 °C

Procedure

4-(2-Amidino-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-1-(pyridin-4-yl)piperidine-4-carboxylic acid (10 g) was suspended in water (50 ml) and methanesulfonic acid (1.6 ml) was added. The mixture was heated to 50° C. for dissolution. Then, acetone (150 ml) was added dropwise, and the mixture was stirred at the same temperature for 1 hour. The mixture was allowed to cool to room temperature. The precipitated crystals were collected by filtration to give the title compound (11.56 g).

Workup

temperatureto cool to room temperature
filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record: ord-ca0ac7b74f454757a020861b02e1739f
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06562828B1

Reaction notes

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