Hydrochloric Acid → 1-Methyl-2-[(4-amidinophenyl)oxymethyl]benzimidazol-5-yl-sulfonic acid-n-methyl-n-(1-methylpiperidin-4-yl)amide hydrochloride

HRID 50239Notes

Reaction equation

HRID 50239 reaction equation
[CH3:1][N:2]([CH:26]1[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]1)[S:3]([C:6]1[CH:25]=[CH:24][C:9]2[N:10]([CH3:23])[C:11]([CH2:13][O:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][CH:16]=3)=[N:12][C:8]=2[CH:7]=1)(=[O:5])=[O:4].[ClH:33].C(=O)([O-])[O-].[NH4+:38].[NH4+]>>[ClH:33].[CH3:1][N:2]([CH:26]1[CH2:27][CH2:28][N:29]([CH3:32])[CH2:30][CH2:31]1)[S:3]([C:6]1[CH:25]=[CH:24][C:9]2[N:10]([CH3:23])[C:11]([CH2:13][O:14][C:15]3[CH:16]=[CH:17][C:18]([C:21](=[NH:38])[NH2:22])=[CH:19][CH:20]=3)=[N:12][C:8]=2[CH:7]=1)(=[O:4])=[O:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 517111Ammonium CarbonateHCID 18412364HCID 18412364, compound

Product 1

HCID 184125921-Methyl-2-[(4-amidinophenyl)oxymethyl]benzimidazol-5-yl-sulfonic acid-n-methyl-n-(1-methylpiperidin-4-yl)amide hydrochloride

Procedure

Prepared analogously to Example 25d from 400 mg of 1-methyl-2-[(4-cyanophenyl)oxymethyl]benzimidazol-5-yl-sulfonic acid-N-methyl-N-(1-methylpiperidin-4-yl)amide with ethanolic hydrochloric acid and ammonium carbonate. Yield: 370 mg (83% of theory), C23H30N6O3S (470.6); EKA mass spectrum: (M+H)+=471; (M+2H)++=236.

Sources & evidence

ORD record
ord-6f1f498b56794aa9bdb2f0b37f1daf4d
Source dataset
uspto-grants-2004_03
Patent number
US06710055B2

Reaction notes

Loading…