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

HRID 1829190노트

반응식

HRID 1829190 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-4170c0f4d1d74f3ab1306d06b36dbb36
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07060836B2

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