Acetic Acid → HCID 70387897, compound

HRID 1722693Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[N:18]2[CH2:23][CH2:22][CH:21]([NH:24][CH3:25])CC2)=[CH:4][CH:3]=1.[N:26]#[C:27][NH2:28].[C:29]([OH:32])(=[O:31])[CH3:30]>C(Cl)Cl>[C:29]([OH:32])(=[O:31])[CH3:30].[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[N:18]2[CH2:30][CH2:29][CH:21]([N:24]([CH3:25])[C:27]([NH2:28])=[NH:26])[CH2:22][CH2:23]2)=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 135 °C

Procedure

A mixture of 10.1 g (0.03 mole) of 1-[1-[(4-fluorophenyl)methyl]-2(1H)-benzimidazolyl]-N-methyl-4-piperidinamine with 1.4 g (0.032 mole) of cyanamide and 1.8 g (0.03 mole) of acetic acid is heated to 135° C. for 1.5 hours. The mixture is cooled and it is then taken up with methylene chloride under reflux, and the precipitate is filtered off and then dried. N-[1-[1-[(4-fluorophenyl)methyl]-2(1H)-benzimidazolyl]-4-piperidinyl]-N-methylguanidine acetate is thus obtained.

Workup

temperatureThe mixture is cooled
temperatureunder reflux
filtrationthe precipitate is filtered off
customdried

Sources & evidence

ORD record: ord-f71c931170154a07814df7b308ba69f2
Source dataset: uspto-grants-1989_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04857536

Reaction notes

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