3,5-Dimethylbenzyl bromide → HCID 54407387, 화합물

HRID 842935

반응식

HRID 842935 반응식
[CH2:1]([NH:4][C:5](=[O:17])[C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]([F:16])([F:15])[F:14])=[CH:8][CH:7]=1)[CH:2]=[CH2:3].CC1C=C(C=C(C)C=1)CBr>C1(C)C=CC=CC=1>[CH:1]([NH:4][C:5](=[O:17])[C:6]1[CH:7]=[CH:8][C:9]([O:12][C:13]([F:15])([F:16])[F:14])=[CH:10][CH:11]=1)=[CH:2][CH3:3]

참가 물질

4

반응물 2

HCID 1413343,5-Dimethylbenzyl bromideHCID 22616308HCID 22616308, 화합물

생성물 1

HCID 54407387HCID 54407387, 화합물수율 65%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Compound 11 (100 mg, 0.57 mmol) was combined with 3,5-dimethylbenzyl bromide (0.57 mmol) and heated in toluene to 100° C. for 2 hours. The resulting mixture was cooled and washed with aqueous sodium bicarbonate and extracted with methylene chloride. The organic extract was dried (sodium sulfate), filtered, and purified by silica gel chromatography (methylene chloride, methanol) to yield 12 (example 21) (65%). 1H NMR (400 MHz, CDCl3) δ8.57 (d, J=8.0 Hz, 1 H, Ar), 7.13 (dd, J=2.8, 9.2 Hz, 1 H, Ar), 6.99 (d, J=7.2 Hz, 1 H, Ar), 6.89 (s, 3 H, Ar), 6.85 (d, J=2.8 Hz, 1 H, Ar), 6.42 (d, J=7.2 Hz, 1 H, Ar), 5.36 (s, 2 H, CH2), 3.90 (s, 3 H, CH3O), 2.24 (s, 6 H, CH3); M/Z (ESI+) 293 ([M+H]+).

후처리

  1. temperatureThe resulting mixture was cooled
  2. washwashed with aqueous sodium bicarbonate
  3. extractionextracted with methylene chloride
  4. extractionThe organic extract
  5. dry with materialwas dried (sodium sulfate)
  6. filtrationfiltered
  7. custompurified by silica gel chromatography (methylene chloride, methanol)

출처 및 근거

ORD 기록
ord-555db30bd7194e9394527049c5d52385
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376530B1

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