Triethylamine → tert-Butyl4-(3-cyano-2-pyridinyl)-1-piperazinecarboxylate

HRID 1829190ノート

反応式

HRID 1829190 の反応式
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[N:10]1([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:8]([C:7]1[C:2]([N:13]2[CH2:12][CH2:11][N:10]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:15][CH2:14]2)=[N:3][CH:4]=[CH:5][CH:6]=1)#[N:9]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 810792-ChloronicotinonitrileHCID 143452tert-Butyl piperazine-1-carboxylate

生成物 1

HCID 22061422tert-Butyl4-(3-cyano-2-pyridinyl)-1-piperazinecarboxylate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 2-chloro-3-cyanopyridine (15.2 g, 0.11 mol), tert-butyl 1-piperazinecarboxylate (25 g, 0.13 mol) and triethylamine (18 ml, 0.13 mol) in toluene (200 ml), was heated under reflux for 24 hours. The cooled mixture was concentrated under reduced pressure and the residue suspended in ethyl acetate (250 ml), and washed with water (3×). The organic solution was dried (MgSO4), and concentrated under reduced pressure. The residue was triturated with pentane, filtered and dried in vacuo, at 60° C., to afford the title compound as a cream coloured solid, 24.2 g.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. concentrationThe cooled mixture was concentrated under reduced pressure
  4. washwashed with water (3×)
  5. dry with materialThe organic solution was dried (MgSO4)
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was triturated with pentane
  8. filtrationfiltered
  9. customdried in vacuo, at 60° C.

出典と根拠

ORDレコード
ord-4170c0f4d1d74f3ab1306d06b36dbb36
出典データセット
uspto-grants-2006_06
特許番号
US07060836B2

反応ノート

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