Benzyl 3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidine-1-carboxylate → 1-(Azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane

HRID 1402730ノート

反応式

HRID 1402730 の反応式
[CH:1]1([N:5]2[CH2:11][CH2:10][CH2:9][N:8]([C:12]([CH:14]3[CH2:17][N:16](C(OCC4C=CC=CC=4)=O)[CH2:15]3)=[O:13])[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1>CCO.[Pd]>[NH:16]1[CH2:15][CH:14]([C:12]([N:8]2[CH2:9][CH2:10][CH2:11][N:5]([CH:1]3[CH2:4][CH2:3][CH2:2]3)[CH2:6][CH2:7]2)=[O:13])[CH2:17]1

参加物

4

反応物 1

HCID 46843044Benzyl 3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidine-1-carboxylate

生成物 1

HCID 667393581-(Azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane収率 93%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of benzyl 3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidine-1-carboxylate (420 mg, 1.13 mmol) in EtOH (10 ml) was added 5% Pd—C (42 mg, 10% wt/wt). The flask was evacuated and the vacuum purged with N2 gas. The flask was evacuated again and the vacuum purged with H2 gas. The reaction was complete after 16 h, as shown by 1H NMR. The suspension was filtered through Celite® with MeOH washings (3×5 ml), and the combined filtrate dried (MgSO4), filtered and concentrated at reduced pressure to give the title compound (248 mg, 93% yield) as a viscous pale yellow oil.

後処理

  1. customThe flask was evacuated
  2. customthe vacuum purged with N2 gas
  3. customThe flask was evacuated again
  4. customthe vacuum purged with H2 gas
  5. filtrationThe suspension was filtered through Celite® with MeOH washings (3×5 ml)
  6. dry with materialthe combined filtrate dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated at reduced pressure

出典と根拠

ORDレコード
ord-88e1ec0c52db4bba96fe673be746b7f9
出典データセット
uspto-grants-2014_12
特許番号
US08912176B2

反応ノート

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