Acetonitrile → HCID 69312533, compound

HRID 2053953Notes

Reaction equation

HRID 2053953 reaction equation
C([C:3]1[C:7]2[CH2:8][CH2:9][CH2:10][C:6]=2[N:5]([C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][C:12]=2[C:19]([F:22])([F:21])[F:20])[N:4]=1)=O.[C:23](NC(=O)[O-])([CH3:26])([CH3:25])[CH3:24].C([SiH](CC)CC)C.FC(F)(F)[C:40]([OH:42])=[O:41].[C:45](#[N:47])C>C(OCC)C>[C:23]([O:42][C:40]([NH:47][CH2:45][C:3]1[C:7]2[CH2:8][CH2:9][CH2:10][C:6]=2[N:5]([C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][C:12]=2[C:19]([F:21])([F:20])[F:22])[N:4]=1)=[O:41])([CH3:26])([CH3:25])[CH3:24]

Participants

7

Reactant 5

HCID 6342AcetonitrileHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 21252905Tert-butylcarbamateHCID 86620554HCID 86620554, compound

Product 1

HCID 69312533HCID 69312533, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

3.7 g (12.1 mmol) of 4-(3-formyl-5,6-dihydro-4H-cyclopentapyrazol-1-yl)-3-trifluoromethylbenzonitrile is dissolved in 60 mL acetonitrile and, after the addition of 4.3 g (36.4 mmol) of tert-butylcarbamate, 5.8 mL (36.4 mmol) of triethylsilane, and 1.9 mL (24.2 mmol) of trifluoroacetic acid, stirred for 20 hours at ambient temperature. The reaction solution is taken up in diethyl ether, washed with sodium hydrogen carbonate solution, and the organic phase is dried and concentrated by evaporation. Yield: quantitative.

Workup

  1. washwashed with sodium hydrogen carbonate solution
  2. customthe organic phase is dried
  3. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-bbdd96e3e31e4cdeb0143505adf3f81c
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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