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

HRID 133596

反応式

HRID 133596 の反応式
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

参加物

6

反応物 4

HCID 6212ChloroformHCID 6344Dichloromethane2 回HCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 184261551-(4-Chlorobenzyl)-4-((glycylamino)methyl}piperidine

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8a61569f96114cb8bb403549dc6d81ad
出典データセット
uspto-grants-2008_06
特許番号
US07390830B1

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