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

HRID 870776
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HRID 870776 반응식
[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]
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참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

[(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.

후처리

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

출처 및 근거

ORD 기록
ord-1fdf198ba88e49669acbd9dc98db0546
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08969565B2

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