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Triethylamine → {5-[1-(cyclopropylmethyl)-4-(trifluoromethyl)-1H-benzotriazol-5-yl]-6-fluoropyridin-2-yl}methyl methanesulfonate

HRID 2281043
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HRID 2281043 반응식
[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([C:18]4[CH:19]=[CH:20][C:21]([CH2:25][OH:26])=[N:22][C:23]=4[F:24])=[C:13]([C:14]([F:17])([F:16])[F:15])[C:8]=3[N:7]=[N:6]2)[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:34][S:35](Cl)(=[O:37])=[O:36]>ClCCl.C(OCC)(=O)C>[CH3:34][S:35]([O:26][CH2:25][C:21]1[CH:20]=[CH:19][C:18]([C:12]2[CH:11]=[CH:10][C:9]3[N:5]([CH2:4][CH:1]4[CH2:3][CH2:2]4)[N:6]=[N:7][C:8]=3[C:13]=2[C:14]([F:15])([F:17])[F:16])=[C:23]([F:24])[N:22]=1)(=[O:37])=[O:36]
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6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 70978890{5-[1-(cyclopropylmethyl)-4-(trifluoromethyl)-1H-benzotriazol-5-yl]-6-fluoropyridin-2-yl}methanol

생성물 1

HCID 86711980{5-[1-(cyclopropylmethyl)-4-(trifluoromethyl)-1H-benzotriazol-5-yl]-6-fluoropyridin-2-yl}methyl methanesulfonate

시약·촉매·용매 2

HCID 6344Dichloromethane
용매
HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

{5-[1-(Cyclopropylmethyl)-4-(trifluoromethyl)-1H-benzotriazol-5-yl]-6-fluoropyridin-2-yl}methanol (20 mg, 0.055 mmol) was dissolved in dichloromethane (0.36 mL), cooled to 0° C. and treated with triethylamine (0.023 mL, 0.16 mmol) followed by methanesulfonyl chloride (4.7 uL, 0.060 mmol). The mixture was warmed to room temperature and stirred until complete, at which time the mixture was diluted with ethyl acetate and washed with sodium bicarbonate (2×5 mL, aqueous saturated). The organic layer was dried with sodium sulfate, filtered and concentrated in vacuo, providing the titled compound.

후처리

  1. temperatureThe mixture was warmed to room temperature
  2. washwashed with sodium bicarbonate (2×5 mL, aqueous saturated)
  3. dry with materialThe organic layer was dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a3054d9a800942868776c94784e0857d
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09139576B2

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