Water → HCID 178523803, compound

HRID 1486482Notes

Reaction equation

HRID 1486482 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([O:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([NH2:18])[CH2:14][CH2:13]2)=[CH:3][CH:2]=1.C(N(CC)CC)C.[F:26][C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][C:35]=1[F:36])[C:30](Cl)=[O:31].O>N1C=CC=CC=1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([O:11][C@H:12]2[CH2:13][CH2:14][C@H:15]([NH:18][C:30](=[O:31])[C:29]3[CH:33]=[CH:34][C:35]([F:36])=[C:27]([F:26])[CH:28]=3)[CH2:16][CH2:17]2)=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 27245193,4-Difluorobenzoyl chlorideHCID 178511709HCID 178511709, compound

Product 1

HCID 178523803HCID 178523803, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

trans-4-(4-Quinolyloxy)cyclohexylamine (400 mg, 1.65 mmol) was put in pyridine (12 mL) and catalytic amounts of triethylamine were added. At 0° C., 3,4-difluorobenzoyl chloride (291 mg, 1.65 mmol) was added. Then the reaction mixture was stirred at room temperature overnight. Water was added, and the precipitate was filtered off with suction. After drying, the desired product was obtained at 96% yield (610 mg).

Workup

  1. filtrationthe precipitate was filtered off with suction
  2. customAfter drying

Sources & evidence

ORD record
ord-3a65bac25c9e4b8394b9146855deba2c
Source dataset
uspto-grants-2016_08
Patent number
US09428460B2

Reaction notes

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