Potassium Carbonate → 1-(6-(2-Butynyloxy)pyrimidin-4-yl)-cis-2,6-dimethylhexahydroazepine

HRID 2069893

반응식

HRID 2069893 반응식
F[C:2]1[CH:7]=[C:6](F)[N:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:15]([OH:19])[C:16]#[C:17][CH3:18].[CH3:20][C@H:21]1[CH2:27][CH2:26][CH2:25][C@@H:24]([CH3:28])[CH2:23][NH:22]1>O.C1(C)C=CC=CC=1.C(N(CC)CC)C>[CH2:15]([O:19][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:22]2[CH2:23][C@H:24]([CH3:28])[CH2:25][CH2:26][CH2:27][C@@H:21]2[CH3:20])[CH:7]=1)[C:16]#[C:17][CH3:18]

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 129912-Butyn-1-olHCID 1377174,6-DifluoropyrimidineHCID 66594949cis-2,6-Dimethylhexahydroazepine

생성물 1

HCID 665949551-(6-(2-Butynyloxy)pyrimidin-4-yl)-cis-2,6-dimethylhexahydroazepine

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 8471Triethylamine용매

반응 조건

온도
30 °C

실험 절차

To a mixture obtained by adding 110.0 g of 4,6-difluoropyrimidine, 132.3 g of potassium carbonate and 19.2 g of triethylamine to 220.0 g of toluene, 69.8 g of 2-butyn-1-ol is added dropwise at 25 to 30° C. over one hour, followed by stirring at 30° C. Then, 220.0 g of water is added dropwise into the reaction mixture, followed by stirring. Then, 126.6 g of cis-2,6-dimethylhexahydroazepine is added dropwise and, after the mixture is stirred at 30° C., the reaction mixture is allowed to stand. After separating into the organic layer and the aqueous layer, the aqueous layer is removed and the organic layer is washed once with 220.0 g of 5% hydrochloric acid and then washed once with 220.0 g of water. The organic layer is concentrated to obtain 1-(6-(2-butynyloxy)pyrimidin-4-yl)-cis-2,6-dimethylhexahydroazepine (hereinafter referred to as the present compound (4)).

후처리

  1. customTo a mixture obtained
  2. additionis added dropwise at 25 to 30° C. over one hour
  3. stirringby stirring
  4. stirringafter the mixture is stirred at 30° C.
  5. customAfter separating into the organic layer
  6. customthe aqueous layer, the aqueous layer is removed
  7. washthe organic layer is washed once with 220.0 g of 5% hydrochloric acid
  8. washwashed once with 220.0 g of water
  9. concentrationThe organic layer is concentrated

출처 및 근거

ORD 기록
ord-be5bc849d89a4e97890072fc0fcff32a
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299245B2

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