HCID 86716188, compound → HCID 86716187, compound

HRID 512163Notes

Reaction equation

HRID 512163 reaction equation
[CH:1]1([CH:4]([C:7]2[CH:8]=[N:9][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:11][CH:12]=2)[C:5]#[N:6])[CH2:3][CH2:2]1>C1COCC1>[CH:1]1([CH:4]([C:7]2[CH:8]=[N:9][C:10]([C:13]([F:16])([F:14])[F:15])=[CH:11][CH:12]=2)[CH2:5][NH2:6])[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 86716188HCID 86716188, compound

Product 1

HCID 86716187HCID 86716187, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

A solution of Cyclopropyl-(6-trifluoromethyl-pyridin-3-yl)-acetonitrile (93 mg, 0.41 mmol) in THF (2.8 mL) in a 5 mL microwave vial was treated with borane-methyl sulfide complex (0.51 mL, 5.4 mmol). The reaction vessel was capped and the mixture was heated in the microwave reactor for 20 mins at 100° C. The reaction mixture was concentrated in vacuo to yield the crude title compound which was used without further purification (95 mg, purity: 73%, yield: 73%). LCMS (MH+): m/z=231.1, tR (minutes, Method D)=0.40

Workup

  1. customThe reaction vessel was capped
  2. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-61d534725d8b458288f72a73aeefa3f8
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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