Dimethylformamide → HCID 178521750, 화합물

HRID 454684노트

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HRID 454684 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].[Cl-].[NH4+].CN(C)C=O.[CH2:12]([O:19][C:20]1[CH:42]=[CH:41][C:40]([N:43]2[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]2)=[CH:39][C:21]=1[C:22]([NH:24][C:25]1[CH:26]=[C:27]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:28]=[CH:29][C:30]=1[C:31]#[N:32])=[O:23])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O.C(Cl)(Cl)Cl>[CH2:12]([O:19][C:20]1[CH:42]=[CH:41][C:40]([N:43]2[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]2)=[CH:39][C:21]=1[C:22]([NH:24][C:25]1[CH:26]=[C:27]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:28]=[CH:29][C:30]=1[C:31]1[NH:32][N:3]=[N:2][N:1]=1)=[O:23])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 25517Ammonium Chloride4회HCID 33557Sodium Azide4회HCID 66990791HCID 66990791, 화합물

생성물 1

HCID 178521750HCID 178521750, 화합물수율 66.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

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온도
110 °C

실험 절차

Sodium azide (0.065 g) and ammonium chloride (0.053 g) were added to an N,N-dimethylformamide (2.5 mL) suspension of 2-(benzyloxy)-N-(4-cyanobiphenyl-3-yl)-5-(piperidin-1-yl)benzamide (0.25 g), followed by stirring at 110° C. for 2 hours. The reaction mixture was cooled to room temperature, and then sodium azide (0.065 g) and ammonium chloride (0.053 g) were added thereto, followed by stirring at 110° C. for 1 hour and 30 minutes. The reaction mixture was cooled to room temperature, and then sodium azide (0.032 g) and ammonium chloride (0.026 g) were added thereto, followed by stirring at 110° C. for 1 hour and 30 minutes. The reaction mixture was cooled to room temperature, and then sodium azide (0.032 g) and ammonium chloride (0.026 g) were added thereto, followed by stirring at 110° C. for 1 hour. The reaction mixture was cooled to room temperature, and then chloroform and water were added thereto. The organic layer was separated and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-90% chloroform/methanol] and then purified by silica gel column chromatography [Kanto Chemical Co., Inc., silica gel 60 (spherical), eluent: 100-93% chloroform/methanol] to obtain 0.18 g of 2-(benzyloxy)-N-(5-phenyl-2-(1H-tetrazol-5-yl)phenyl)-5-(piperidin-1-yl)benzamide as a brown solid.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. stirringby stirring at 110° C. for 1 hour and 30 minutes
  3. temperatureThe reaction mixture was cooled to room temperature
  4. stirringby stirring at 110° C. for 1 hour and 30 minutes
  5. temperatureThe reaction mixture was cooled to room temperature
  6. stirringby stirring at 110° C. for 1 hour
  7. temperatureThe reaction mixture was cooled to room temperature
  8. customThe organic layer was separated
  9. dry with materialdried over anhydrous magnesium sulfate
  10. customthe solvent was evaporated under reduced pressure
  11. customThe obtained residue was purified by silica gel column chromatography [eluent: 100-90% chloroform/methanol]
  12. custompurified by silica gel column chromatography [Kanto Chemical Co., Inc., silica gel 60 (spherical), eluent: 100-93% chloroform/methanol]

출처 및 근거

ORD 기록
ord-6f06526c6fae431bb65b9057f2d8c0af
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492582B2

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