Cyclohexane → HCID 178448324, compound

HRID 2360737Notes

Reaction equation

[CH3:1][CH2:2][CH2:3][C@H:4]([NH:10][C@H:11]([C:13]([N:15]1[C@H:23]([C:24]([OH:26])=[O:25])[CH2:22][C@H:21]2[C@@H:16]1[CH2:17][CH2:18][CH2:19][CH2:20]2)=[O:14])[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH2:27][C@H:28]([C:36]([OH:38])=[O:37])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:35])[NH2:34].C1CCCCC1.CC(N(C)C)=O>O>[CH3:1][CH2:2][CH2:3][C@H:4]([NH:10][C@H:11]([C:13]([N:15]1[C@H:23]([C:24]([OH:26])=[O:25])[CH2:22][C@H:21]2[C@@H:16]1[CH2:17][CH2:18][CH2:19][CH2:20]2)=[O:14])[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH2:30]([CH2:31][NH:32][C:33]([NH2:35])=[NH:34])[CH2:29][C@H:28]([NH2:27])[C:36]([OH:38])=[O:37]

Participants

Conditions

Temperature: 17.5 °C

Procedure

5 g of Perindopril free acid was dissolved in 25 ml of water at 25 to 30° C. To this (L)-Arginine (2.3 g) was added and stirred for 10 minutes to get clear solution at 25 to 30° C. The reaction mass was cooled to 15 to 20° C. To this cold solution mixture of 12 ml of cyclohexane and 75 ml of dimethylacetamide were added slowly at 15 to 20° C. Solid immediately precipitated out, continue stirring for 1 hour at 15 to 20° C. The solid is filtered and washed with 5 ml of cyclohexane. The wet solid was dried at 50 to 55° C. under vacuum for 12 hours.

Workup

customto get clear solution at 25 to 30° C
additionwere added slowly at 15 to 20° C
customSolid immediately precipitated out
stirringcontinue stirring for 1 hour at 15 to 20° C
filtrationThe solid is filtered
washwashed with 5 ml of cyclohexane
customThe wet solid was dried at 50 to 55° C. under vacuum for 12 hours

Sources & evidence

ORD record: ord-7faae1ee6ba9494e991d37eedb80b8e5
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08686161B2

Reaction notes

Loading…