Ammonium Chloride → HCID 178455675, compound

HRID 603002Notes

Reaction equation

HRID 603002 reaction equation
[C:1]1([CH:7]([N:14]2[CH2:17][CH:16]([CH:18]([C:23]3[CH:24]=[C:25]([CH:28]=[C:29]([F:31])[CH:30]=3)[C:26]#[N:27])[C:19]([F:22])([CH3:21])[CH3:20])[CH2:15]2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N-:32]=[N+:33]=[N-:34].[Na+].[Cl-].[NH4+]>CN(C=O)C>[C:1]1([CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:14]2[CH2:15][CH:16]([CH:18]([C:23]3[CH:24]=[C:25]([C:26]4[NH:34][N:33]=[N:32][N:27]=4)[CH:28]=[C:29]([F:31])[CH:30]=3)[C:19]([F:22])([CH3:21])[CH3:20])[CH2:17]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 113390333-{1-[(Diphenylmethyl)azetidin-3-yl]-2-fluoro-2-methylpropyl}-5-fluorobenzonitrile

Product 1

HCID 178455675HCID 178455675, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1.17 g (2.81 mmol) of 3-{1-[(diphenylmethyl)azetidin-3-yl]-2-fluoro-2-methylpropyl}-5-fluorobenzonitrile, 914 mg (14.06 mmol) of sodium azide, and 715 mg (14.05 mmol) of ammonium chloride in 15 mL of DMF was stirred for 16 h. Then it was concentrated to remove solvents. The residue was purified by silica gel chromatography with CH2Cl2/MeOH/NH3 (2M) in MeOH to afford the title compound as a white solid;

Workup

  1. concentrationThen it was concentrated
  2. customto remove solvents
  3. customThe residue was purified by silica gel chromatography with CH2Cl2/MeOH/NH3 (2M) in MeOH

Sources & evidence

ORD record
ord-1036100b0da14d0592a682ab575adb13
Source dataset
uspto-grants-2011_03
Patent number
US07906652B2

Reaction notes

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