Bromine → HCID 18613734, 화합물

HRID 1264910노트

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HRID 1264910 반응식
[CH2:1]([C:3]1[N:4]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C:5](=[O:13])[C:6]2[CH:12]=[CH:11][CH:10]=[N:9][C:7]=2[N:8]=1)[CH3:2].C([O-])(=O)C.[Na+].[Br:26]Br>C(O)(=O)C>[Br:26][CH:1]([C:3]1[N:4]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C:5](=[O:13])[C:6]2[CH:12]=[CH:11][CH:10]=[N:9][C:7]=2[N:8]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 186137392-Ethyl-3-(4-fluorophenyl)pyrido[2,3-d]pyrimidin-4(3H)-one

생성물 1

HCID 18613734HCID 18613734, 화합물수율 85.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

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온도
40 °C

실험 절차

A suspension of the quinazolinone (17) (50.0 g, 0.56 mmol) and anhydrous sodium acetate (56 mg) in glacial acetic acid (1.0 mL) was heated to 40° C. and treated dropwise with a solution of bromine (90 mg, 0.56 mmol) in glacial acetic acid (5 mL). Once the starting material was fully consumed by TLC analysis, the mixture was poured onto water (5 mL), basified with saturated aqueous sodium hydrogen carbonate and extracted with tert-butylmethyl ether. The combined organic phases were dried (MgSO4), filtered, and concentrated to a solid which was purified by silica-gel column chromatography [eluent: Ethyl acetate:Hexane, 50:50, v/v] to give the title bromide (18) (166 mg, 85%) as an off white solid:

후처리

  1. customOnce the starting material was fully consumed by TLC analysis
  2. additionthe mixture was poured onto water (5 mL)
  3. extractionextracted with tert-butylmethyl ether
  4. dry with materialThe combined organic phases were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated to a solid which
  7. customwas purified by silica-gel column chromatography [eluent

출처 및 근거

ORD 기록
ord-9c5a14bf72f64e0bb9dc9b9ddf6a0062
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06545005B1

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