Triethylamine → HCID 75202496, compound

HRID 1486522Notes

Reaction equation

HRID 1486522 reaction equation
[CH3:1][C:2]1([CH3:13])[CH2:11][C:10]2[C:9]([NH2:12])=[CH:8][CH:7]=[CH:6][C:5]=2[CH2:4][CH2:3]1.C(N(CC)CC)C.[F:21][CH:22]([F:32])[C:23]1[N:31]=[CH:30][CH:29]=[CH:28][C:24]=1[C:25](Cl)=[O:26]>C1COCC1>[F:32][CH:22]([F:21])[C:23]1[N:31]=[CH:30][CH:29]=[CH:28][C:24]=1[C:25]([NH:12][C:9]1[C:10]2[CH2:11][C:2]([CH3:13])([CH3:1])[CH2:3][CH2:4][C:5]=2[CH:6]=[CH:7][CH:8]=1)=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 89588317HCID 89588317, compoundHCID 90239221HCID 90239221, compound

Product 1

HCID 75202496HCID 75202496, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

In a round bottom flask, 7,7-dimethyl-5,6,7,8-tetrahydronaphthalen-1-amine (150 mg, 0.86 mmol, 1.0 eq.) was dissolved in 5 ml of THF. Triethylamine (0.104 mg, 1.02 mmol, 1.2 eq) was added followed by a solution of 2-(difluoromethyl)nicotinoyl chloride (180 mg, 0.94 mmol, 1.1 eq) in 1 ml of THF. Stirring was allowed for 2 h at r.t. The reaction was quenched with water, the organic layer extracted with AcOEt, washed with brine and dried over chemelut cartridge. The solvent was removed under vacuum and purification of the crude material by

Workup

  1. customThe reaction was quenched with water
  2. extractionthe organic layer extracted with AcOEt
  3. washwashed with brine
  4. customdried over chemelut cartridge
  5. customThe solvent was removed under vacuum and purification of the crude material by

Sources & evidence

ORD record
ord-355bde5213194fed87be00b701f69e17
Source dataset
uspto-grants-2016_08
Patent number
US09428459B2

Reaction notes

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