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

HRID 882772노트

반응식

HRID 882772 반응식
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

참가 물질

5

반응물 1

HCID 69050173HCID 69050173, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-8b57c59b1d114c7182292ac91335a548
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08236792B2

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