Propylamine → 7-[N-(2'-Cyanobiphenyl-4-yl)methyl-N-propylamino]-5-methylpyrazolo[1,5-a]pyrimidine

HRID 1450400노트

반응식

HRID 1450400 반응식
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][NH:16][CH2:17][CH2:18][CH3:19])=[CH:11][CH:10]=1)#[N:2].C(N)CC.BrCC1C=CC(C2C=CC=CC=2C#N)=CC=1.Cl[C:41]1[N:46]2[N:47]=[CH:48][CH:49]=[C:45]2[N:44]=[C:43]([CH3:50])[CH:42]=1>C(O)C>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:10]=[CH:11][C:12]([CH2:15][N:16]([C:41]2[N:46]3[N:47]=[CH:48][CH:49]=[C:45]3[N:44]=[C:43]([CH3:50])[CH:42]=2)[CH2:17][CH2:18][CH3:19])=[CH:13][CH:14]=1)#[N:2]

참가 물질

6

반응물 4

HCID 7852PropylamineHCID 15019124'-(Bromomethyl)-2-cyanobiphenylHCID 104872877-Chloro-5-methylpyrazolo[1,5-a]pyrimidineHCID 15338355N-(2'-cyanobiphenyl-4-ylmethyl)-N-propyl-amine

생성물 1

HCID 199759337-[N-(2'-Cyanobiphenyl-4-yl)methyl-N-propylamino]-5-methylpyrazolo[1,5-a]pyrimidine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2.5 g (10.0 mmol) of N-(2'-cyanobiphenyl-4-yl)methyl-N-propyl amine (prepared from n-propylamine and 4-bromomethyl-2'-cyanobiphenyl by the method described in EP 490 820) and 1.8 g (10.7 mmol) 7-chloro-5-methylpyrazolo[1,5-a]pyrimidine (prepared according to Y. Makisumi, Chem. Pharm. Bull. 1962, 10, 620) were heated with reflux in 20 ml dry ethanol for 4 h. The mixture was concentrated to halve of the volume in vacuo and cooled with ice, while the remaining starting amine crystallized. It was filtered with suction, and the rest of the solvent was removed. The title compound was obtained from the residue after column chromatography (silica gel, acetone/hexane 1:9 and 2:3) as a yellow oil.

후처리

  1. temperaturewere heated
  2. concentrationThe mixture was concentrated
  3. temperaturecooled with ice, while the remaining starting amine
  4. customcrystallized
  5. filtrationIt was filtered with suction
  6. customthe rest of the solvent was removed

출처 및 근거

ORD 기록
ord-e06f3618e7bc49a6a9535b49f9c651b0
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05602136

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