Triethylamine → HCID 23568903, 화합물

HRID 1823239노트

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HRID 1823239 반응식
C(N(CC)CC)C.[Cl:8][C:9]1[CH:10]=[C:11]([C:16]2[N:20]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=3)[N:19]=[C:18]([CH2:29][OH:30])[CH:17]=2)[CH:12]=[CH:13][C:14]=1[Cl:15].[CH3:31][S:32](Cl)(=[O:34])=[O:33]>C1COCC1.C1(C)C=CC=CC=1>[Cl:8][C:9]1[CH:10]=[C:11]([C:16]2[N:20]([C:21]3[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=3)[N:19]=[C:18]([CH2:29][O:30][S:32]([CH3:31])(=[O:34])=[O:33])[CH:17]=2)[CH:12]=[CH:13][C:14]=1[Cl:15]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22171056[5-(3,4-Dichlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]methanol

생성물 1

HCID 23568903HCID 23568903, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매

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온도
35 °C

실험 절차

Triethylamine (3.25 L, 23.3 mol) was added to a solution containing [5-(3,4-dichlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]-methanol (Example 516, 5.18 kg, 14.8 mol) in THF (25.2 L) and toluene (6.3 L) at rt under N2. The reaction mixture was heated to 35° C. and methanesulfonyl chloride (1.82 L, 23.5 mol) was added slowly maintaining the temperature between 35-45° C. The reaction mixture was stirred for an additional 2 h at 45° C. When HPLC analysis indicated the disappearance of the starting material, the reaction mixture was cooled to rt and quenched with 10% aq. NaCl (6.3 L). The organic layer was washed with brine (5.0 L) and the desired mesylate was used in solution in the next synthetic step without isolation. Data compared favorably with that obtained for Example 1, Step D.

후처리

  1. temperaturemaintaining the temperature between 35-45° C
  2. temperaturethe reaction mixture was cooled to rt
  3. customquenched with 10% aq. NaCl (6.3 L)
  4. washThe organic layer was washed with brine (5.0 L)
  5. customthat obtained for Example 1, Step D

출처 및 근거

ORD 기록
ord-a46d90a081774cca8e47eb9b07355c48
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037931B2

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