Diisopropylethylamine → HCID 178461512, 화합물

HRID 730756노트

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HRID 730756 반응식
Cl[C:2]1[NH:6][C:5]2[CH:7]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:10]([Cl:11])[C:4]=2[N:3]=1.[CH3:16][C@@H:17]1[CH2:22][NH:21][CH2:20][CH2:19][NH:18]1.C(N(CC)C(C)C)(C)C>CN1C(=O)CCC1.O>[Cl:11][C:10]1[C:4]2[NH:3][C:2]([N:21]3[CH2:20][CH2:19][NH:18][C@H:17]([CH3:16])[CH2:22]3)=[N:6][C:5]=2[CH:7]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:9]=1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 73304342-Methylpiperazine, (R)-HCID 669373361H-Benzimidazole, 2,7-dichloro-5-(trifluoromethyl)-

생성물 1

HCID 178461512HCID 178461512, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
120 °C

실험 절차

A mixture of 2,4-dichloro-6-trifluoromethyl-1H-benzoimidazole (0.51 g, 2 mmol, Example 5b), (R)-(−)-2-methylpiperazine (0.25 g. 2.5 mmol) and N,N-diisopropylethylamine (0.5 mL, 2.9 mmol) in NMP (5 mL) was heated at 120° C. for 16 h. The reaction mixture was cooled to room temperature, diluted with water (10 mL) and extracted with EtOAc (2×20 mL). The combined organic phases were washed with brine (10 mL), dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatography, eluting with 10% MeOH in dichloromethane to give the title compound as a light-yellow solid. MS (ESI, pos. ion) m/z: 319 (M+1).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with EtOAc (2×20 mL)
  3. washThe combined organic phases were washed with brine (10 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo
  7. customthe residue was purified by silica gel chromatography
  8. washeluting with 10% MeOH in dichloromethane

출처 및 근거

ORD 기록
ord-89b01c30d9f344f7a4ca34bf0698a701
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582761B2

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