4-(Aminomethyl)-1-(1-phenylethyl)piperidin-4-amine → HCID 178435989, 화합물

HRID 1665128노트

반응식

HRID 1665128 반응식
[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

참가 물질

5

반응물 2

HCID 670868704-(Aminomethyl)-1-(1-phenylethyl)piperidin-4-amineHCID 1404443183,5-Diamino-6-chloro-N-[(methylsulfanyl)methanimidoyl]pyrazine-2-carboxamide2회

생성물 1

HCID 178435989HCID 178435989, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 3776Isopropanol용매

반응 조건

온도
80 °C

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-a38cbe18d4064edeaa6b5d71f6624228
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039472B2

반응 노트

불러오는 중…