HCID 69050173、化合物 → (S)-(4-cyclobutyl-1,4-diazepan-1-yl)(2-(3-fluorobenzyl)pyrrolidin-2-yl)methanone

HRID 882772ノート

反応式

HRID 882772 の反応式
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C:9]1([C:21]([N:23]1[CH2:29][CH2:28][CH2:27][N:26]([CH:30]2[CH2:33][CH2:32][CH2:31]2)[CH2:25][CH2:24]1)=[O:22])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=1)=O)(C)(C)C>CCO.Cl.O1CCOCC1>[CH:30]1([N:26]2[CH2:27][CH2:28][CH2:29][N:23]([C:21]([C@@:9]3([CH2:13][C:14]4[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=4)[CH2:10][CH2:11][CH2:12][NH:8]3)=[O:22])[CH2:24][CH2:25]2)[CH2:31][CH2:32][CH2:33]1

参加物

5

反応物 1

HCID 69050173HCID 69050173、化合物

生成物 1

HCID 46887647(S)-(4-cyclobutyl-1,4-diazepan-1-yl)(2-(3-fluorobenzyl)pyrrolidin-2-yl)methanone収率 54.3%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

A solution of 2-(4-cyclobutyl-[1,4]diazepane-1-carbonyl)-2-(3-fluoro-benzyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (40.0 mg) in EtOH (5.0 mL) and 4 M HCl in dioxane (2.0 mL) was stirred for 10 h. The mixture was concentrated and the residue diluted with CH2Cl2 and treated with Et3N. The mixture was washed with water and concentrated to yield title compound (17 mg, 54%). MS (ESI): mass calcd. for C26H38FN3O3, 359.60; m/z found, 360.3 [M+H]+. 1H NMR (CDCl3): 7.23-6.84 (m, 4H), 3.87-3.40 (m, 4H), 3.15-3.0 (m, 1H), 2.97-2.71 (m, 4H), 2.68-2.40 (m, 4H), 2.10-1.98 (m, 3H), 1.93-1.54 (m, 9H).

後処理

  1. concentrationThe mixture was concentrated
  2. additionthe residue diluted with CH2Cl2
  3. additiontreated with Et3N
  4. washThe mixture was washed with water
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-8b57c59b1d114c7182292ac91335a548
出典データセット
uspto-grants-2012_08
特許番号
US08236792B2

反応ノート

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