Ammonia → HCID 89466349, compound

HRID 1184575Notes

Reaction equation

HRID 1184575 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][N:12]3[CH2:15][CH2:16][C:17](=[N:18]O)[CH:11]3[CH2:10]2)[CH:6]=[CH:5][CH:4]=1.N>CO.[Ni]>[F:21][C:2]([F:1])([F:20])[C:3]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][N:12]3[CH2:15][CH2:16][CH:17]([NH2:18])[CH:11]3[CH2:10]2)[CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 131731238HCID 131731238, compound

Product 1

HCID 89466349HCID 89466349, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of Example 96A (265 mg, 0.883 mmol), 7 M ammonia in methanol (5.00 mL) and Raney®-nickel (2800, water slurry, 530 mg, 9.03 mmol) in a 50 mL pressure bottle was stirred for 16 hours under hydrogen (30 psi) at room temperature. The mixture was filtered through a nylon membrane, and the filtrate was concentrated to give the titled compound. LCMS (APCI) m/z 287 (M+H)+.

Workup

  1. filtrationThe mixture was filtered through a nylon membrane
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-514856c0f61b46a399f0f3f36e23ac0f
Source dataset
uspto-grants-2014_03
Patent number
US08669255B2

Reaction notes

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