Hydrochloric Acid → 1-(4-Chlorobenzyl)-3-[(glycylamino)methyl]pyrrolidine

HRID 279281

反応式

HRID 279281 の反応式
C(OC([NH:8][CH2:9][C:10]([NH:12][CH2:13][CH:14]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)[CH2:15]1)=[O:11])=O)(C)(C)C.Cl>CO.O1CCOCC1>[Cl:26][C:23]1[CH:22]=[CH:21][C:20]([CH2:19][N:16]2[CH2:17][CH2:18][CH:14]([CH2:13][NH:12][C:10](=[O:11])[CH2:9][NH2:8])[CH2:15]2)=[CH:25][CH:24]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 184262553-[{N-(tert-butoxycarbonyl)glycyl)aminomethyl]-1-(4-chlorobenzyl)pyrrolidine

生成物 1

HCID 184262571-(4-Chlorobenzyl)-3-[(glycylamino)methyl]pyrrolidine収率 100.7%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

To a solution of 3-[{N-(tert-butoxycarbonyl)glycyl}aminomethyl]-1-(4-chlorobenzyl)pyrrolidine (804 mg, 2.11 mmol) in methanol (10 mL) was added 4 N HCl in dioxane (5 mL). The solution was stirred at room temperature for 3.5 h. The reaction mixture was concentrated and 1 N NaOH solution (20 mL) was added. The mixture was extracted with dichloromethane (20 mL×3), and the combined extracts were dried over sodium sulfate and concentrated to give desired 1-(4-chlorobenzyl)-3-{(glycylamino)methyl)pyrrolidine (599 mg, 100%): The purity was determined by RPLC/MS (100%); ESI/MS m/e 282.2 (M++H, C14H20ClN3O).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. addition1 N NaOH solution (20 mL) was added
  3. extractionThe mixture was extracted with dichloromethane (20 mL×3)
  4. dry with materialthe combined extracts were dried over sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-2f47070e234a4decb121ca186beac323
出典データセット
uspto-grants-2002_03
特許番号
US06362177B1

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