Hydrochloric Acid → 4-[5-(2-Amino-ethyl)-2-(methyl)-imidazol-1-ylmethyl]-2-fluoro-benzonitrile dihydrochloride

HRID 1594893Notes

Reaction equation

HRID 1594893 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10]1[N:11]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]#[N:24])=[C:19]([F:25])[CH:18]=2)[C:12]([CH3:15])=[N:13][CH:14]=1)(C)(C)C.[ClH:27]>CCOC(C)=O>[ClH:27].[ClH:27].[NH2:7][CH2:8][CH2:9][C:10]1[N:11]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]#[N:24])=[C:19]([F:25])[CH:18]=2)[C:12]([CH3:15])=[N:13][CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70159417{2-[3-(4-cyano-3-fluoro-benzyl)-2-methyl-3H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester

Product 1

HCID 226271114-[5-(2-Amino-ethyl)-2-(methyl)-imidazol-1-ylmethyl]-2-fluoro-benzonitrile dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of {2-[3-(4-cyano-3-fluoro-benzyl)-2-methyl-3H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester (as described in Example 11, Step A) (1.0 g, 2.9 mmol) in EtOAc (30 mL) was cooled to −20° C. and saturated with HCl gas. The cooling bath was removed and the reaction was stirred for 2 hr. The solvent was removed in vacuo to obtain the title compound.

Workup

  1. customThe cooling bath was removed
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-60664f345761473dbce70efff09d9105
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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