Water → 3-[[2'-(1-Triphenylmethyltetrazol-5-yl)biphenyl-4-yl]methyloxy]-4-nitrobenzoic acid morpholide

HRID 2728노트

반응식

HRID 2728 반응식
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])[C:11]([OH:13])=O.[H-].[Na+].[C:22]1([C:28]([C:54]2[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=2)([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[N:29]2[C:33]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[C:40]3[CH:45]=[CH:44][C:43]([CH2:46]Br)=[CH:42][CH:41]=3)=[N:32][N:31]=[N:30]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.O>CN(C)C=O>[C:54]1([C:28]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:48]2[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=2)[N:29]2[C:33]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[C:40]3[CH:45]=[CH:44][C:43]([CH2:46][O:7][C:8]4[CH:9]=[C:10]([CH:14]=[CH:15][C:16]=4[N+:17]([O-:19])=[O:18])[C:11]([N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)=[O:13])=[CH:42][CH:41]=3)=[N:32][N:31]=[N:30]2)[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 100534615-(4'-(Bromomethyl)(1,1'-biphenyl)-2-yl)-1-trityl-1H-tetraazoleHCID 867523133-Hydroxy-4-nitrobenzoic acid morpholine

생성물 1

HCID 867517083-[[2'-(1-Triphenylmethyltetrazol-5-yl)biphenyl-4-yl]methyloxy]-4-nitrobenzoic acid morpholide수율 101.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

The compound ([3]-(32)-587) (0.99 g) prepared in Example 36 was dissolved in dry N,N-dimethylformamide (19 ml), and 50% sodium hydride (0.20 g) was added to the solution. The mixture was stirred at room temperature for 15 minutes. A solution of N-(triphenylmethyl)-5-[4'-(bromomethyl)biphenyl-2-yl]tetrazole (2.19 g) in N,N-dimethylformamide (6.5 ml) was added to the solution. The mixture was stirred at room temperature for 39 hours. The reaction mixture was added to water (50 ml), and extracted with chloroform (100 ml). The organic layer was washed, dried over anhydrous sodium sulfate, and concentrated to obtain the compound (2.72 g) as a light yellow solid. The product was purified by silica gel column chromatography (Kieselgel 60=190 g, chloroform/ethyl acetate=7/3) to obtain the compound ([3]-(33)-587) (1.41 g)

후처리

  1. stirringThe mixture was stirred at room temperature for 39 hours
  2. extractionextracted with chloroform (100 ml)
  3. washThe organic layer was washed
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d355d2b6749d4fb59a2aefb995bcd837
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731310

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