Tetrabutylammonium Fluoride → 2-(3-Tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid

HRID 1485996노트

반응식

HRID 1485996 반응식
C[Si](C)(C)CC[O:5][C:6](=[O:37])[C:7]1[CH:12]=[C:11]([C:13]2[CH:14]=[N:15][C:16]([C:21]([F:24])([F:23])[F:22])=[CH:17][C:18]=2[C:19]#[N:20])[C:10]([Cl:25])=[CH:9][C:8]=1[O:26][CH2:27][CH2:28][CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:33]([O:32][C:30]([CH2:29][CH2:28][CH2:27][O:26][C:8]1[CH:9]=[C:10]([Cl:25])[C:11]([C:13]2[CH:14]=[N:15][C:16]([C:21]([F:23])([F:24])[F:22])=[CH:17][C:18]=2[C:19]#[N:20])=[CH:12][C:7]=1[C:6]([OH:37])=[O:5])=[O:31])([CH3:36])([CH3:34])[CH3:35]

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 686032652-(3-Tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid 2-trimethylsilanyl-ethyl ester

생성물 1

HCID 686028022-(3-Tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid수율 75%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 2-(3-tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid 2-trimethylsilanyl-ethyl ester (1.3 g, 2.2 mmol) and tetrabutyl-ammonium fluoride (6.6 mL, 6.6 mmol, 1 M in THF) in THF (20 mL) was stirred at rt for 30 minutes. The mixture was then concentrated and diluted with ether. The ether layer was washed with water, dried and concentrated to yield 2-(3-tert-butoxycarbonyl-propoxy)-4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-benzoic acid (0.8 g). MS [M+H]+: 485.1; tR=2.96 min (method 1)

후처리

  1. concentrationThe mixture was then concentrated
  2. additiondiluted with ether
  3. washThe ether layer was washed with water
  4. customdried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fb76378b3605483d80d1372e115a0add
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09422310B2

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