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Triethylamine → (S)-isopropyl (1-(3-bromoimidazo[1,2-b]pyridazin-6-yl)pyrrolidin-3-yl)(methyl)carbamate

HRID 870776
ノート
印刷プレビュー

反応式

HRID 870776 の反応式
[Br:1][C:2]1[N:6]2[N:7]=[C:8]([N:11]3[CH2:15][CH2:14][C@H:13]([NH:16][CH3:17])[CH2:12]3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.Cl[C:19]([O:21][CH2:22][CH3:23])=[O:20].[CH2:24](N(CC)CC)C>C(Cl)Cl>[CH:22]([O:21][C:19](=[O:20])[N:16]([C@H:13]1[CH2:14][CH2:15][N:11]([C:8]2[CH:9]=[CH:10][C:5]3[N:6]([C:2]([Br:1])=[CH:3][N:4]=3)[N:7]=2)[CH2:12]1)[CH3:17])([CH3:23])[CH3:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 86696485[(S)-1-(3-Bromo-imidazo[1,2-b]pyridazin-6-yl)-pyrrolidin-3-yl]-methyl-amine

生成物 1

HCID 86696483(S)-isopropyl (1-(3-bromoimidazo[1,2-b]pyridazin-6-yl)pyrrolidin-3-yl)(methyl)carbamate収率 89.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

[(S)-1-(3-Bromo-imidazo[1,2-b]pyridazin-6-yl)-pyrrolidin-3-yl]-methyl-amine (951 mg, 3.2 mmol) was taken up in DCM, and ethyl chloroformate (459 uL, 4.8 mmol) and triethylamine (895 uL, 6.4 mmol) were added. The reaction was stirred at room temperature under nitrogen for 1 hour. The reaction mixture was then washed with water then 1N HCl. The DCM layer was dried over magnesium sulfate, filtered and reduced in vacuo to give crude product (1.1 g) that was used as is in part C. LRMS (ESI) m/z 382/384 [(M+H)]+, calc'd for C15H20BrN5O2: 382.26.

後処理

  1. washThe reaction mixture was then washed with water
  2. dry with materialThe DCM layer was dried over magnesium sulfate
  3. filtrationfiltered

出典と根拠

ORDレコード
ord-1fdf198ba88e49669acbd9dc98db0546
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08969565B2

反応ノート

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