Triethylamine → HCID 71271075, 화합물

HRID 1525857노트

반응식

HRID 1525857 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[C:9]([NH2:11])=[O:10])=[C:4]([F:13])[CH:3]=1.C(N(CC)CC)C.CS(Cl)(=O)=O.Cl.[CH:27]1([N:30]2[CH2:35][C:34]3([CH2:40][CH2:39][NH:38][CH2:37][CH2:36]3)[O:33][CH2:32][C:31]2=[O:41])[CH2:29][CH2:28]1>C(#N)C.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([N:38]2[CH2:39][CH2:40][C:34]3([O:33][CH2:32][C:31](=[O:41])[N:30]([CH:27]4[CH2:28][CH2:29]4)[CH2:35]3)[CH2:36][CH2:37]2)[C:9]([NH2:11])=[O:10])=[C:4]([F:13])[CH:3]=1

참가 물질

7

반응물 4

HCID 8471Triethylamine2회HCID 31297Methanesulfonyl chlorideHCID 62225649HCID 62225649, 화합물HCID 69083351HCID 69083351, 화합물

생성물 1

HCID 71271075HCID 71271075, 화합물수율 55.9%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

To a solution of 2-(4-bromo-2-fluorophenyl)-2-hydroxyacetamide (14.35 mmol) and triethylamine (43.1 mmol) in anhydrous acetonitrile (50.0 ml) was added neat methanesulfonyl chloride (20.81 mmol). The reaction stirred at room temperature for 18 hours then additional triethylamine (43.1 mmol) was added followed by solid 4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride (15.79 mmol) in one portion. The reaction was heated at 90° C. for 3 hours then cooled to room temperature, diluted with water (150 mL) and stirred for 1 hour. The solids were collected by filtration, rinsed with water, and then dried by air suction and then vacuum to afford the title compound (3.53 g, 55% yield) as a white solid. MS(ES)+ m/e 440.1, 442.3 [M+H]+.

후처리

  1. temperatureThe reaction was heated at 90° C. for 3 hours
  2. temperaturethen cooled to room temperature
  3. stirringstirred for 1 hour
  4. filtrationThe solids were collected by filtration
  5. washrinsed with water
  6. customdried by air suction

출처 및 근거

ORD 기록
ord-8ddd97f39d4d44ac909806eb9e05c10f
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09084794B2

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