Methyl iodide → HCID 13126000, 화합물

HRID 1112102노트

반응식

HRID 1112102 반응식
[H-].[Na+].[F:3][CH:4]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[C:8]2[CH:18]=[C:19]([Br:22])[CH:20]=[CH:21][C:7]=2[NH:6][C:5]1=[O:23].[CH3:24]I>O1CCCC1>[F:3][CH:4]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[C:8]2[CH:18]=[C:19]([Br:22])[CH:20]=[CH:21][C:7]=2[N:6]([CH3:24])[C:5]1=[O:23]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 13125992HCID 13125992, 화합물

생성물 1

HCID 13126000HCID 13126000, 화합물수율 50%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A slurry of 0.17 g (0.007 mole) of sodium hydride in 10 ml of tetrahydrofuran was added to a solution of 1.8 g (0.005 mole) of 3-fluoro-7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one and 10 ml methyl iodide in 100 ml tetrahydrofuran. The reaction mixture was stirred for 3 hr at 25° and then poured into 300 ml ice water. The aqueous mixture was extracted with methylene chloride, and the extracts were dried (MgSO4) and then evaporated to dryness under reduced pressure. The residue was recrystallized from heptane to give 0.91 g (50%) of cream-colored crystals: mp 127°-130° (with previous softening); 1H nmr (CDCl3) δ 3.49 ppm (s, 3H), 5.62 ppm (d, J = 57 Hz, 1H) and 6.9-7.9 ppm (m, 7H); 19F nmr (CDCl3) δ -111.9 ppm (m, 1F) and -162.4 ppm (d, J = 57 Hz, 1F).

후처리

  1. extractionThe aqueous mixture was extracted with methylene chloride
  2. dry with materialthe extracts were dried (MgSO4)
  3. customevaporated to dryness under reduced pressure
  4. customThe residue was recrystallized from heptane

출처 및 근거

ORD 기록
ord-ddab0329d842433794b1d9c9aa34ec65
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04120856

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