Triethylamine → HCID 11530828, 화합물

HRID 1454442노트

반응식

HRID 1454442 반응식
Cl[C:2]1[C:7]([CH:8]=O)=[C:6]([Cl:10])[N:5]=[C:4]([S:11][CH3:12])[N:3]=1.CCN(CC)CC.[F:20][C:21]([F:30])([F:29])[C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[CH:24][CH:23]=1.F[C:32](F)(F)[CH2:33][O:34]P(CC(OC)=O)(=O)OCC(F)(F)F>C1COCC1.ClCCl>[Cl:10][C:6]1[C:7]2[CH:8]=[CH:32][C:33](=[O:34])[N:26]([C:25]3[CH:27]=[CH:28][C:22]([C:21]([F:29])([F:30])[F:20])=[CH:23][CH:24]=3)[C:2]=2[N:3]=[C:4]([S:11][CH3:12])[N:5]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 99644-(Trifluoromethyl)anilineHCID 184894Nsc 634137HCID 46140044,6-Dichloro-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

생성물 1

HCID 11530828HCID 11530828, 화합물수율 70%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 4,6-dichloro-2-methylsulfanyl-pyrimidine-5-carbaldehyde (1.0 g, 4.5 mmol) and Et3N (1.26 mL, 9.0 mmol) in THF (25 mL) was mixed with 4-trifluoromethylaniline (0.62 mL, 4.9 mmol). The resultant mixture was stirred at room temperature for 2 hours before bis(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)-phosphonate (0.95 mL, 4.5 mmol) was added. After stirring at room temperature for additional 12 hours, the mixture was diluted with dichloromethane (50 mL) and washed with H2O (2×25 mL). The organic layer was dried over Na2SO4, filtered and concentrated. This crude product was further purified by washing with a mixture of THF/Hexane (1: 3, 2>10 mL) to provide the title compound (1.17 g, 70%): MS (ES) m/z 372 (M+H)+; 1H-NMR(CDCl3) δ 2.18 (s, 3H), 6.79 (d, J=9.8 Hz, 1H), 7.40 (d, J=8.4 Hz, 2H), 7.83 (d, J=8.4 Hz, 2H), 8.03 (d, J=9.8 Hz, 1H).

후처리

  1. additionwas added
  2. washwashed with H2O (2×25 mL)
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThis crude product was further purified
  7. washby washing with a mixture of THF/Hexane (1: 3, 2>10 mL)

출처 및 근거

ORD 기록
ord-39ab5f232d174404bf8c293809ec9585
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07479558B2

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