4-(Aminomethyl)-1-(1-phenylethyl)piperidin-4-amine → HCID 178435989、化合物

HRID 2281588ノート

反応式

HRID 2281588 の反応式
[NH2:1][C:2]1[C:3]([C:10]([NH:12][C:13](=[NH:16])SC)=[O:11])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1.[NH2:17][CH2:18][C:19]1(N)[CH2:24][CH2:23][N:22]([CH:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH3:26])[CH2:21][CH2:20]1>CC(O)C.CO>[C:27]1([CH:25]([N:22]2[CH2:23][CH2:24][C:19]3([NH:16]/[C:13](=[N:12]/[C:10]([C:3]4[C:2]([NH2:1])=[N:7][C:6]([NH2:8])=[C:5]([Cl:9])[N:4]=4)=[O:11])/[NH:17][CH2:18]3)[CH2:20][CH2:21]2)[CH3:26])[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

参加物

5

反応物 2

HCID 670868704-(Aminomethyl)-1-(1-phenylethyl)piperidin-4-amineHCID 1404443183,5-Diamino-6-chloro-N-[(methylsulfanyl)methanimidoyl]pyrazine-2-carboxamide2 回

生成物 1

HCID 178435989HCID 178435989、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 3776Isopropanol溶媒

反応条件

温度
80 °C

実験手順

A mixture of 1-(3,5-diamino-6-chloro-pyrazine-2-carbonyl)-2-methyl-isothiourea (Intermediate A) (1.7 g, 4.54 mmol) and 4-aminomethyl-1-(1-phenyl-ethyl)-piperidin-4-ylamine (Intermediate BM) (1.6 g, 4.59 mmol) in propan-2-ol (50 ml) is stirred at 80° C. for 16 hours. The reaction mixture is concentrated in vacuo and purified by column chromatography (basic alumina, 0-2% MeOH in DCM) to obtain pale yellow solid. The compound obtained is further dissolved in MeOH and precipitated by adding diethyl ether. The supernatant solvent mixture is decanted and the product is washed again with diethyl ether and dried under vacuum to afford the title compound as off-white solid; [M+H]+ 429

後処理

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. custompurified by column chromatography (basic alumina, 0-2% MeOH in DCM)
  3. customto obtain pale yellow solid
  4. customThe compound obtained
  5. customprecipitated
  6. additionby adding diethyl ether
  7. customThe supernatant solvent mixture is decanted
  8. washthe product is washed again with diethyl ether
  9. customdried under vacuum

出典と根拠

ORDレコード
ord-cf3f906a0bc246808bd74756c5481f67
出典データセット
uspto-grants-2015_09
特許番号
US09139586B2

反応ノート

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