Acetonitrile → [2-Methylsulfanyl-7-(3-trifluoromethyl-pyridin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-yl]-(4-trifluoromethyl-phenyl)-amine

HRID 1485348노트

반응식

HRID 1485348 반응식
Cl[C:2]1[C:12]2[CH2:11][CH2:10][N:9]([C:13]3[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][CH:16]=[CH:15][N:14]=3)[CH2:8][CH2:7][C:6]=2[N:5]=[C:4]([S:23][CH3:24])[N:3]=1.CSC1N=C(O)C2CCN([C:37]3[C:42]([C:43]([F:46])([F:45])[F:44])=[CH:41][CH:40]=[CH:39][N:38]=3)CCC=2N=1.O=P(Cl)(Cl)Cl.[CH3:54]C#N>CCOC(C)=O>[CH3:24][S:23][C:4]1[N:3]=[C:2]([NH:38][C:39]2[CH:40]=[CH:41][C:42]([C:43]([F:44])([F:45])[F:46])=[CH:37][CH:54]=2)[C:12]2[CH2:11][CH2:10][N:9]([C:13]3[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][CH:16]=[CH:15][N:14]=3)[CH2:8][CH2:7][C:6]=2[N:5]=1

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 24813Phosphorus oxychlorideHCID 866153084-Chloro-2-methylsulfanyl-7-(3-trifluoromethyl-pyridin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepineHCID 178503519HCID 178503519, 화합물

생성물 1

HCID 58972614[2-Methylsulfanyl-7-(3-trifluoromethyl-pyridin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-yl]-(4-trifluoromethyl-phenyl)-amine수율 89%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

4-Chloro-2-methylsulfanyl-7-(3-trifluoromethyl-pyridin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepine. To a solution of 2-methylsulfanyl-7-(3-trifluoromethyl-pyridin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-ol (1.8 g, 4.92 mmol) in CH3CN (40 mL) was added POCl3 (1.4 mL, 14.8 mmol). After 15 min at 80° C., the mixture was cooled to rt, diluted with EtOAc, and quenched slowly with satd. aq. NaHCO3. The organic layer was separated, dried (MgSO4), and concentrated. The crude residue was purified (FCC) to give the title compound (1.6 g, 89%).

후처리

  1. customquenched slowly with satd
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe crude residue was purified (FCC)

출처 및 근거

ORD 기록
ord-24aa807b883f4f6eb29f6011eb3a880f
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09422293B2

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