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

HRID 1898894ノート

反応式

HRID 1898894 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b9ba051b8e2647168e11a860c3b59d39
出典データセット
uspto-grants-1996_11
特許番号
US05571813

反応ノート

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