(1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octane → 5-(3-Methyl-3,8-diazabicyclo[3.2.1]octan-8-yl)pyridin-2-amine

HRID 1431196노트

반응식

HRID 1431196 반응식
ClC1C=C(NC2C=CC(N3CCC(O)(C)CC3)=CN=2)C(=O)N(C)N=1.[CH3:25][N:26]1[CH2:32][C@H:31]2[N:33]([C:34]3[CH:35]=[N:36][C:37]([N+:40]([O-])=O)=[CH:38][CH:39]=3)[C@H:28]([CH2:29][CH2:30]2)[CH2:27]1>CO.[Pd]>[CH3:25][N:26]1[CH2:32][CH:31]2[N:33]([C:34]3[CH:39]=[CH:38][C:37]([NH2:40])=[N:36][CH:35]=3)[CH:28]([CH2:29][CH2:30]2)[CH2:27]1

참가 물질

5

반응물 2

HCID 66742801(1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octaneHCID 667429326-chloro-4-(5-(4-hydroxy-4-methylpiperidin-1-yl)pyridin-2-ylamino)-2-methylpyridazin-3(2H)-one

생성물 1

HCID 667431655-(3-Methyl-3,8-diazabicyclo[3.2.1]octan-8-yl)pyridin-2-amine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

This reaction was carried out under similar conditions to those described above in preparation of 6-chloro-4-(5-(4-hydroxy-4-methylpiperidin-1-yl)pyridin-2-ylamino)-2-methyl-pyridazin-3(2H)-one. (1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octane (500 mg, 2.01 mmol) in methanol (15 ml) was hydrogenated at 50 psi with 10% Pd/C (42.9 mg, 40.3 umol) overnight. The catalyst was filtered off and the resultant filtrate was concentrated in vacuo to afford 5-(3-methyl-3,8-diazabicyclo[3.2.1]octan-8-yl)pyridin-2-amine. The product was carried to next reaction without further purification.

후처리

  1. filtrationThe catalyst was filtered off
  2. concentrationthe resultant filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-6ff1672d8d0f448d804a930d7d6ae12f
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940741B2

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