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Potassium Carbonate → 2-(4-Bromo-2-fluorophenyl)-2-(4-cyclopropyl-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl acetate

HRID 1525881
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HRID 1525881 반응식
[C:1]([O:4][CH2:5][CH:6](Br)[C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][C:8]=1[F:14])(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Cl.[CH:23]1([N:26]2[CH2:31][C:30]3([CH2:36][CH2:35][NH:34][CH2:33][CH2:32]3)[O:29][CH2:28][C:27]2=[O:37])[CH2:25][CH2:24]1>CN(C)C=O.O>[C:1]([O:4][CH2:5][CH:6]([C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][C:8]=1[F:14])[N:34]1[CH2:35][CH2:36][C:30]2([O:29][CH2:28][C:27](=[O:37])[N:26]([CH:23]3[CH2:24][CH2:25]3)[CH2:31]2)[CH2:32][CH2:33]1)(=[O:3])[CH3:2]
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 69083351HCID 69083351, 화합물HCID 867254232-Bromo-2-(4-bromo-2-fluorophenyl)ethyl acetate

생성물 1

HCID 712709352-(4-Bromo-2-fluorophenyl)-2-(4-cyclopropyl-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl acetate수율 84.5%

시약·촉매·용매 2

HCID 962Water용매
HCID 6228
Dimethylformamide
용매

실험 절차

A solution of 2-bromo-2-(4-bromo-2-fluorophenyl)ethyl acetate (0.971 mmol) in N,N-dimethylformamide (5 mL) was treated with potassium carbonate (2.91 mmol) and 4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride (1.019 mmol). The reaction was allowed to stir at room temperature overnight. The reaction solution was then diluted with water (50 mL) and was extracted four times with ethyl acetate. The combined organic layer was washed four times with water, twice with brine, dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound as an oil (385 mg, 76% yield). MS(ES)+ m/e 469.1/471.2 [M+H]+ (bromide isotope pattern).

후처리

  1. extractionwas extracted four times with ethyl acetate
  2. washThe combined organic layer was washed four times with water
  3. dry with materialtwice with brine, dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4508b94348cb43c2821aa2dc95dd3f7d
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09084794B2

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