Hydrochloric Acid → 1-(1-Benzyl-piperidin-4-yl)-5-fluoro-1-H-benzoimidazole

HRID 1068163Notes

Reaction equation

HRID 1068163 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[C:16]([NH2:22])=[CH:17][C:18]([F:21])=[CH:19][CH:20]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:23](OC)(OC)OC.Cl>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=3[N:22]=[CH:23]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 9005Trimethyl orthoformateHCID 211930651-Benzyl-4-(2-amino-4-fluorophenylamino)-piperidine

Product 1

HCID 211930251-(1-Benzyl-piperidin-4-yl)-5-fluoro-1-H-benzoimidazole

Procedure

The title compound was prepared from 170 mg of 1-N-(1-benzyl-piperidin-4-yl)-4-fluoro-benzene-1,2-diamine (from Step A), 7 mL of trimethyl orthoformate, and 0.2 mL of concentrated HCl, using a procedure analogous to that described in Example 95, Step B to provide 123 mg of the title compound as a viscous brown oil

Sources & evidence

ORD record
ord-e0952eeb83094009be8c674ee58813bd
Source dataset
uspto-grants-2001_06
Patent number
US06248755B1

Reaction notes

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