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

HRID 872366
ノート
印刷プレビュー

反応式

HRID 872366 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒
HCID 6344
Dichloromethane
溶媒
HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d055fd3cf7ce4d48853909c1f92fb0a2
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08975265B2

反応ノート

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