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Hydrochloric Acid → 1-[4-(5-Methyl-3-phenylimidazo[1,2-a]pyridin-2-yl)phenyl]cyclobutanamine

HRID 872366
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HRID 872366 반응식
[CH3:1][C:2]1[N:7]2[C:8]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([C:17]4([NH:21]C(=O)OC(C)(C)C)[CH2:20][CH2:19][CH2:18]4)=[CH:13][CH:12]=3)[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.Cl.[OH-].[Na+]>C(Cl)Cl.CO.O1CCOCC1>[CH3:1][C:2]1[N:7]2[C:8]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([C:17]4([NH2:21])[CH2:20][CH2:19][CH2:18]4)=[CH:13][CH:12]=3)[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86691044Tert-butyl {1-[4-(5-methyl-3-phenylimidazo[1,2-a]pyridin-2-yl)phenyl]cyclobutyl}carbamate

생성물 1

HCID 666656671-[4-(5-Methyl-3-phenylimidazo[1,2-a]pyridin-2-yl)phenyl]cyclobutanamine수율 41.9%

시약·촉매·용매 3

HCID 887Methanol용매
HCID 6344
Dichloromethane
용매
HCID 312751,4-Dioxane용매

실험 절차

To a mixture of crude tert-butyl {1-[4-(5-methyl-3-phenylimidazo[1,2-a]pyridin-2-yl)phenyl]cyclobutyl}carbamate (49 mg) in DCM (0.42 mL) and methanol (0.26 mL) was added a solution of 4 M hydrogen chloride in dioxane (0.54 mL) and the mixture was stirred overnight at rt. The mixture was poured onto ice, made alkaline with aqueous sodium hydroxide (2 N) and extracted three times with a mixture of DCM. The combined organic phases were washed with brine, dried and concentrated in vacuo to give 16 mg of the title compound in 42% overall yield.

후처리

  1. additionThe mixture was poured onto ice
  2. extractionextracted three times
  3. additionwith a mixture of DCM
  4. washThe combined organic phases were washed with brine
  5. customdried
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d055fd3cf7ce4d48853909c1f92fb0a2
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08975265B2

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