Sodium Bicarbonate → HCID 58459321, compound

HRID 2036615Notes

Reaction equation

HRID 2036615 reaction equation
C(OC(=O)[NH:7][CH:8]([C:10]1[N:14]([C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[C:17]([F:22])[CH:16]=2)[C:13]2[CH:23]=[C:24]([F:28])[CH:25]=[C:26]([F:27])[C:12]=2[N:11]=1)[CH3:9])(C)(C)C.C(=O)(O)[O-].[Na+]>Cl>[F:21][C:19]1[CH:20]=[C:15]([N:14]2[C:13]3[CH:23]=[C:24]([F:28])[CH:25]=[C:26]([F:27])[C:12]=3[N:11]=[C:10]2[CH:8]([NH2:7])[CH3:9])[CH:16]=[C:17]([F:22])[CH:18]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 131731025HCID 131731025, compound

Product 1

HCID 58459321HCID 58459321, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of tert-butyl-1-(1-(3,5-difluorophenyl)-4,6-difluoro-1H-benzo[d]imidazol-2-yl)ethylcarbamate (0.4 g) was stirred in 2 N HCl (4 mL) at 120° C. for 4 h. The reaction mixture was cooled to rt and basified with satd. sodium bicarbonate solution (20 mL). The organic layer was extracted with EtOAc, dried over sodium sulfate and concentrated in vacuo to provide 1-(1-(3,5-difluorophenyl)-4,6-difluoro-1H-benzo[d]imidazol-2-yl]-ethanamine. The crude product was carried on without further purification.

Workup

  1. extractionThe organic layer was extracted with EtOAc
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c35361d7376b47d8bec9d4a796df2368
Source dataset
uspto-grants-2013_11
Patent number
US08575183B2

Reaction notes

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