Disilathiane, 1,1,1,3,3,3-hexamethyl- → 3-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-thiobenzamide

HRID 859601

반응식

HRID 859601 반응식
N[C@H](C(O)=O)C([SH:6])(C)C.C[Si](C)(C)S[Si](C)(C)C.C[O-].[Na+].[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:48]=[CH:47][C:32]3[N:33]=[C:34]([C:39]4[CH:40]=[C:41]([CH:44]=[CH:45][CH:46]=4)[C:42]#[N:43])[CH2:35][C:36](=[O:38])[NH:37][C:31]=3[CH:30]=2)=[CH:25][CH:24]=1>CN1CCN(C)C1=O.O>[F:22][C:23]1[CH:24]=[CH:25][C:26]([C:29]2[CH:48]=[CH:47][C:32]3[N:33]=[C:34]([C:39]4[CH:40]=[C:41]([CH:44]=[CH:45][CH:46]=4)[C:42]([NH2:43])=[S:6])[CH2:35][C:36](=[O:38])[NH:37][C:31]=3[CH:30]=2)=[CH:27][CH:28]=1

참가 물질

7

반응물 4

HCID 76920Disilathiane, 1,1,1,3,3,3-hexamethyl-HCID 92863L-PenicillamineHCID 97987263-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-benzonitrileHCID 10942334Sodium Methoxide

생성물 1

HCID 222246273-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-thiobenzamide

시약·촉매·용매 2

HCID 962Water용매HCID 66611,3-Dimethyl-2-imidazolidinone용매2회

실험 절차

Preparation of 4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-thiobenzamides (according to Pen-Yuan Lin et al. Synthesis 1992, 1219]: To a solution of hexamethyldisilthiane (1.45 g, 8.0 mmol) in 1,3-dimethyl-2-imidazolidinone (8 mL) was added at 23° C. sodium methoxide (0.31 g, 6.8 mmol). The mixture was stirred for 5 min. and the blue solution formed was then added to a solution of 3-[7-(4-fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-benzonitrile (Example 57) (1.42 g, 4 mmol) in 1,3-dimethyl-2-imidazolidinone (12 mL). The mixture was stirred for 3 h at 23° C. and then poured into water (100 mL). Stirring was continued for 0.5 h and the precipitate was isolated by filtration and triturated with ethyl acetate (50 mL) to give the title compound as light yellow solid (1.38 g).

후처리

  1. customthe blue solution formed
  2. stirringThe mixture was stirred for 3 h at 23° C.
  3. stirringStirring
  4. waitwas continued for 0.5 h
  5. customthe precipitate was isolated by filtration
  6. customtriturated with ethyl acetate (50 mL)

출처 및 근거

ORD 기록
ord-450e5a70bcb74f00b0bb9eeeec21a999
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07151098B2

연결된 노트

불러오는 중…