Hydrochloric Acid → T-2307

HRID 644137Notes

Reaction equation

[OH2:1].[NH2:2][C:3](=[NH:33])[C:4]1[CH:32]=[CH:31][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][O:21][C:22]3[CH:30]=[CH:29][C:25]([C:26]([NH2:28])=[NH:27])=[CH:24][CH:23]=3)[CH2:14][CH2:13]2)=[CH:6][CH:5]=1.[ClH:34]>CC(O)C>[OH2:8].[OH2:1].[OH2:8].[OH2:8].[OH2:8].[ClH:34].[ClH:34].[ClH:34].[NH2:33][C:3](=[NH:2])[C:4]1[CH:32]=[CH:31][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][O:21][C:22]3[CH:23]=[CH:24][C:25]([C:26]([NH2:28])=[NH:27])=[CH:29][CH:30]=3)[CH2:14][CH2:13]2)=[CH:6][CH:5]=1

Participants

Conditions

Temperature: 40 °C

Procedure

To a water (2.3 mL) suspension of 1.0 g of 4-{3-[4-(3-{4-[amino(imino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamidine were added 0.72 g of hydrochloric acid, 6 mL of 2-propanol, and 0.5 mL of water at room temperature, which was then stirred at 40° C. Thereto was added 9 mL of 2-propanol, which was then stirred under cooling with ice for one hour. The precipitated crystals were collected by filtration to provide 1.4 g of 4-{3-[4-(3-{4-[amino(imino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamidine trihydrochloride pentahydrate as colorless crystals. These crystals were used as seed crystals.

Workup

stirringwas then stirred
temperatureunder cooling with ice for one hour
filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record: ord-281434c4b11d46e0bb029e3ea6920d47
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700623B2

Reaction notes

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