Triethylamine → HCID 178501230, 화합물

HRID 75513

반응식

HRID 75513 반응식
Cl.[CH3:2][O:3][C:4]([C@H:6]1[CH2:11][CH2:10][C@H:9]([NH2:12])[CH2:8][CH2:7]1)=[O:5].C(N(CC)CC)C.[Cl:20][C:21]1[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][C:22]=1[C:23](Cl)=[O:24]>C1COCC1.O.C(OCC)(=O)C>[CH3:2][O:3][C:4]([C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][C:23](=[O:24])[C:22]2[CH:26]=[C:27]([C:30]([F:31])([F:32])[F:33])[CH:28]=[CH:29][C:21]=2[Cl:20])[CH2:8][CH2:7]1)=[O:5]

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 27781062-Chloro-5-(trifluoromethyl)benzoyl chlorideHCID 178501210HCID 178501210, 화합물

생성물 1

HCID 178501230HCID 178501230, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

To a stirred suspension of trans-4-amino-cyclohexylcarboxylic acid methyl ester hydrochloride (6.7 g, 34.7 mmol) in dry THF (90 ml) under nitrogen atmosphere was added triethylamine (12 ml, 86.8 mmol). The suspension was cooled to 0° C. and 2-chloro-5-(trifluoromethyl)benzoyl chloride (8.85 g, 36.4 mmol) in dry THF (40 ml) was added dropwise over 20 minutes. The resulting thick, colourless slurry was stirred at 0-5° C. for 30 minutes and then allowed to warm to room temp and stirred at room temp for 1 hour. The reaction was quenched by the dropwise addition of water (5 ml) in THF (45 ml) to give a clear solution. This was diluted with water (100 ml) and ethyl acetate (300 ml). The biphasic mixture was stirred for 5 minutes then the organic phase was separated and washed successively with water (100 ml), saturated sodium bicarbonate (100 ml) and saturated brine (100 ml), dried (MgSO4), filtered and evaporated to give a colourless solid; [M+H]+364.

후처리

  1. temperatureto warm to room temp
  2. stirringstirred at room temp for 1 hour
  3. customThe reaction was quenched by the dropwise addition of water (5 ml) in THF (45 ml)
  4. customto give a clear solution
  5. stirringThe biphasic mixture was stirred for 5 minutes
  6. customthe organic phase was separated
  7. washwashed successively with water (100 ml), saturated sodium bicarbonate (100 ml) and saturated brine (100 ml)
  8. dry with materialdried (MgSO4)
  9. filtrationfiltered
  10. customevaporated
  11. customto give a colourless solid

출처 및 근거

ORD 기록
ord-8694fbc0b8c741308cc3c3315d7e00b5
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835444B2

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