Hydrochloric Acid → 1-(6-Chloro-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl)cyclobutanecarboxylic Acid

HRID 1700368Notes

Reaction equation

Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]1[CH:10]([C:16]3([C:20]([O:22]CC)=[O:21])[CH2:19][CH2:18][CH2:17]3)[NH:9][CH2:8][CH2:7][C:6]2=1.Cl>O.C(O)C.[OH-].[Na+]>[Cl:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]1[CH:10]([C:16]3([C:20]([OH:22])=[O:21])[CH2:17][CH2:18][CH2:19]3)[NH:9][CH2:8][CH2:7][C:6]2=1

Participants

Conditions

Temperature: 50 °C

Procedure

A suspension of 1 g of the compound of Example 1 in 15 ml of water, 30 ml of ethanol and 5 ml of 1 M sodium hydroxide solution is heated at 50° C. for 10 hours. The reaction mixture is then cooled and 5 ml of 1M HCl are added. The resulting precipitate is suction-filtered off, washed with water and then dried in vacuo, enabling the expected product to be isolated.

Workup

temperatureThe reaction mixture is then cooled
filtrationThe resulting precipitate is suction-filtered off
washwashed with water
customdried in vacuo
customto be isolated

Sources & evidence

ORD record: ord-9decba4aa715431690f1baba7471d79c
Source dataset: uspto-grants-2002_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06350757B1

Reaction notes

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