(3R)-3-Aminopiperidine, 3-BOC protected → (R)-tert-butyl 1-(4-(2-cyanobenzyl)-6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)piperidin-3-ylcarbamate

HRID 240271

反応式

HRID 240271 の反応式
[CH3:1][C:2]1[C:3](=[O:19])[N:4]([CH2:10][C:11]2[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=2[C:13]#[N:14])[C:5](SC)=[N:6][N:7]=1.[NH:20]1[CH2:25][CH2:24][CH2:23][C@@H:22]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])[CH2:21]1>>[C:13]([C:12]1[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=1[CH2:10][N:4]1[C:3](=[O:19])[C:2]([CH3:1])=[N:7][N:6]=[C:5]1[N:20]1[CH2:25][CH2:24][CH2:23][C@@H:22]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:31])([CH3:30])[CH3:32])[CH2:21]1)#[N:14]

参加物

3

反応物 2

HCID 1514172(3R)-3-Aminopiperidine, 3-BOC protectedHCID 583285342-((6-methyl-3-(methylthio)-5-oxo-1,2,4-triazin-4(5H)-yl)methyl)benzonitrile

生成物 1

HCID 58328532(R)-tert-butyl 1-(4-(2-cyanobenzyl)-6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)piperidin-3-ylcarbamate

反応条件

温度
130 °C

実験手順

The mixture of 2-((6-methyl-3-(methylthio)-5-oxo-1,2,4-triazin-4(5H)-yl)methyl)benzonitrile (6, 68 mg, 0.25 mmol) and (R)-tert-butyl piperidin-3-ylcarbamate (60 mg, 0.30 mmol) was ground for 5 min and then heated in a tube under nitrogen atmosphere at 130° C. for 13 h. The mixture was separated by silica gel column, and eluted with 2:1 to 1:1 petroleum ether-ethyl acetate and then with 1:1:2 petroleum ether-dichloromethane-ethyl acetate to give (R)-tert-butyl 1-(4-(2-cyanobenzyl)-6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)piperidin-3-ylcarbamate (7). MS: m/z, 425 (100%, M+1), 447(40%, M+23).

後処理

  1. customThe mixture was separated by silica gel column
  2. washeluted with 2:1 to 1:1 petroleum ether-ethyl acetate

出典と根拠

ORDレコード
ord-aabb22075e924630b76bc00c261e1e7b
出典データセット
uspto-grants-2014_02
特許番号
US08648073B2

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