Chloroform → 1-(4-chlorobenzyl)-4-[[N-(3,5-bis(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine

HRID 133596

반응식

HRID 133596 반응식
ClCCl.[F:4][C:5]([F:20])([F:19])[C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=1)[C:9](Cl)=[O:10].[Cl:21][C:22]1[CH:40]=[CH:39][C:25]([CH2:26][N:27]2[CH2:32][CH2:31][CH:30]([CH2:33][NH:34][C:35](=[O:38])[CH2:36][NH2:37])[CH2:29][CH2:28]2)=[CH:24][CH:23]=1.C(Cl)(Cl)Cl>CO>[Cl:21][C:22]1[CH:40]=[CH:39][C:25]([CH2:26][N:27]2[CH2:28][CH2:29][CH:30]([CH2:33][NH:34][C:35](=[O:38])[CH2:36][NH:37][C:9](=[O:10])[C:8]3[CH:7]=[C:6]([C:5]([F:20])([F:19])[F:4])[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=3)[CH2:31][CH2:32]2)=[CH:24][CH:23]=1

참가 물질

6

반응물 4

HCID 6212ChloroformHCID 6344Dichloromethane2회HCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 184261551-(4-Chlorobenzyl)-4-((glycylamino)methyl}piperidine

생성물 1

HCID 184262011-(4-chlorobenzyl)-4-[[N-(3,5-bis(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A dichloromethane (1 mL) solution of 3,5-bis(trifluoromethyl)benzoyl chloride (0.058 mmol) was added to a mixture of 1-(4-chlorobenzyl)-4-[(glycylamino)methyl]piperidine (0.050 mmol) with chloroform (0.2 mL), a piperidinomethylpolystyrene (58 mg) and dichloromethane (0.75 mL). The resulting reaction mixture was stirred at room temperature for 2 hours, and methanol (1.0 mL) was then added to the obtained mixture. The resulting mixture was stirred at room temperature for 30 minutes. The reaction mixture was loaded onto a Varian™ SCX column and washed with methanol (16 mL). The obtained crude product was eluted with a 2 M methanol solution of NH3 (6 mL) and concentrated to thereby provide 1-(4-chlorobenzyl)-4-[[N-(3,5-bis(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine (Compd. No. 1213) (24.0 mg, 90%). The purity was determined by RPLC/MS (100%). ESI/MS m/e 536.2 (M++H, C24H24ClF6N3O2).

후처리

  1. customThe resulting reaction mixture
  2. stirringThe resulting mixture was stirred at room temperature for 30 minutes
  3. washwashed with methanol (16 mL)
  4. customThe obtained crude product
  5. washwas eluted with a 2 M methanol solution of NH3 (6 mL)
  6. concentrationconcentrated to thereby provide 1-(4-chlorobenzyl)-4-[[N-(3,5-bis(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine (Compd. No

출처 및 근거

ORD 기록
ord-8a61569f96114cb8bb403549dc6d81ad
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390830B1

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