Sodium Iodide → Benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate

HRID 85156

反応式

HRID 85156 の反応式
CS(O[CH2:6][C:7]1[CH:8]=[N:9][C:10]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:11][CH:12]=1)(=O)=O.[N:21]1([C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:28])[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C([O-])([O-])=O.[K+].[K+].[Na+].[I-]>CN(C=O)C>[C:17]([O:16][C:14]([NH:13][C:10]1[N:9]=[CH:8][C:7]([CH2:6][N:24]2[CH2:23][CH2:22][N:21]([C:27]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[O:28])[CH2:26][CH2:25]2)=[CH:12][CH:11]=1)=[O:15])([CH3:20])([CH3:19])[CH3:18]

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 643495Benzyl piperazine-1-carboxylateHCID 86641141(6-(Tert-butoxycarbonylamino)pyridin-3-yl)methyl methanesulfonate

生成物 1

HCID 67203742Benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate収率 96%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of (6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl methanesulfonate (102; 1.30 g, 5.4 mmol), benzyl piperazine-1-carboxylate 103; (1.42 g, 6.5 mmol), K2CO3 (2.30 g, 16.1 mmol) and NaI (0.08 g, 0.54 mmol) in DMF (20 mL) was stirred at 60° C. for 2 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Water (30 mL) was added and the mixture was filtered. The collected solids were washed further with water and dried to afford benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate 104 (2.20 g, 96%).

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionWater (30 mL) was added
  4. filtrationthe mixture was filtered
  5. washThe collected solids were washed further with water
  6. customdried

出典と根拠

ORDレコード
ord-d909f28cf0ec4418836cad7882ed2f2e
出典データセット
uspto-grants-2014_09
特許番号
US08846947B2

関連ノート

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