HCID 71272502, compound → HCID 71272688, compound

HRID 475213Notes

Reaction equation

HRID 475213 reaction equation
[F:1][C:2]1[C:3]([C:17]#[N:18])=[CH:4][C:5]2[N:9]=[CH:8][N:7]([CH:10]3[CH2:15][CH2:14][CH2:13][CH2:12][O:11]3)[C:6]=2[CH:16]=1>N.CO.[Ni]>[F:1][C:2]1[C:3]([CH2:17][NH2:18])=[CH:4][C:5]2[N:9]=[CH:8][N:7]([CH:10]3[CH2:15][CH2:14][CH2:13][CH2:12][O:11]3)[C:6]=2[CH:16]=1

Participants

5

Reactant 1

HCID 71272502HCID 71272502, compound

Product 1

HCID 71272688HCID 71272688, compoundYield 96%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

To a solution of 104 (245 mg, 1.0 mmol) in 7N NH3 in MeOH (20 mL) was added Ra—Ni (50 mg), and then it was stirred under hydrogen (1 atm) at RT overnight. The dark mixture was filtered and the filtrate was concentrated in vacuo to afford 230 mg (96%) of (6-fluoro-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamine (106) as yellow oil: MS (ESI): m/z=250 [M+1]+.

Workup

  1. filtrationThe dark mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-c29ff0df716d4af2b6a13f0c2a517c28
Source dataset
uspto-grants-2014_01
Patent number
US08637537B2

Reaction notes

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