Carbonic acid, bis(1,1-dimethylethyl) ester → Tert-butyl 4-((6-aminopyridin-2-yl)methyl)piperazine-1-carboxylate

HRID 520485ノート

反応式

HRID 520485 の反応式
[N:1]1([CH2:7][C:8]2[N:13]=[C:12]([NH2:14])[CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:15](=O)([O:21]C(C)(C)C)[O:16][C:17]([CH3:20])([CH3:19])[CH3:18]>C1COCC1.CN(C)C1C=CN=CC=1>[NH2:14][C:12]1[N:13]=[C:8]([CH2:7][N:1]2[CH2:6][CH2:5][N:4]([C:15]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:21])[CH2:3][CH2:2]2)[CH:9]=[CH:10][CH:11]=1

参加物

5

反応物 2

HCID 10219638Carbonic acid, bis(1,1-dimethylethyl) esterHCID 585528446-(Piperazin-1-ylmethyl)picolinonitrile

生成物 1

HCID 58552896Tert-butyl 4-((6-aminopyridin-2-yl)methyl)piperazine-1-carboxylate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 6-(piperazin-1-ylmethyl)pyridin-2-amine 85 in THF was added di-tert-butyl carbonate (1 eq) and 4-(dimethyl)aminopyridine (catalytic). The reaction mixture was stirred at room temperature for 18 h. It was then concentrated under reduced pressure. Pentane was added and the resulting solid was collected by filtration and dried to afford 86. The Boc protecting group could be removed after coupling with the appropriate carboxylic acid by treatment with TFA/CH2Cl2 for 12 h.

後処理

  1. concentrationIt was then concentrated under reduced pressure
  2. additionPentane was added
  3. filtrationthe resulting solid was collected by filtration
  4. customdried

出典と根拠

ORDレコード
ord-5882411819754903bf2a6cd903d258c2
出典データセット
uspto-grants-2016_05
特許番号
US09326986B2

反応ノート

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