Isobutylamine → N1-(1H-5-Indazolyl)-N4-isobutyl-1,4-cyclohexanediamine

HRID 1352170

반응식

HRID 1352170 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][CH:11]3[CH2:16][CH2:15][C:14](=O)[CH2:13][CH2:12]3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[CH2:18]([NH2:22])[CH:19]([CH3:21])[CH3:20].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].Cl.CO>CO>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][CH:11]3[CH2:16][CH2:15][CH:14]([NH:22][CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:13][CH2:12]3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1

참가 물질

6

반응물 4

HCID 6558IsobutylamineHCID 5049666Sodium triacetoxyborohydrideHCID 178382714-(1H-5-Indazolylamino)-1-cyclohexanone2회HCID 21893726Hydrochloride methanol

생성물 1

HCID 17838119N1-(1H-5-Indazolyl)-N4-isobutyl-1,4-cyclohexanediamine수율 11.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

4-(1H-5-Indazolylamino)-1-cyclohexanone (intermediate 3) (57 mg) and isobutylamine (37 mg) were dissolved in methanol (1 ml), and sodium triacetoxyborohydride (105 mg) was added by portions to the solution at room temperature. The reaction mixture was stirred at room temperature for 18 hr. Hydrochloric acid-methanol was then added thereto, and the reaction mixture was stirred and was then concentrated. The residue was purified by HPLC [0.5% aqueous trifluoroacetic acid solution/acetonitrile] to give an anti-form compound (8 mg) and a syn-form compound (6 mg).

후처리

  1. stirringthe reaction mixture was stirred
  2. concentrationwas then concentrated
  3. customThe residue was purified by HPLC [0.5% aqueous trifluoroacetic acid solution/acetonitrile]

출처 및 근거

ORD 기록
ord-b5c4f08c936746c38f6b5276c2bd6094
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217722B2

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