HCID 59513633, 화합물 → HCID 24900807, 화합물

HRID 421655노트

반응식

HRID 421655 반응식
[NH2:1][C:2]1[C:3]([C:29]([NH2:31])=[O:30])=[CH:4][C:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]([CH2:14][C@H:15]([NH:17]C(=O)OCC3C=CC=CC=3)[CH3:16])[C:6]=2[N:28]=1>C(O)C.[Pd]>[NH2:1][C:2]1[C:3]([C:29]([NH2:31])=[O:30])=[CH:4][C:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]([CH2:14][C@H:15]([NH2:17])[CH3:16])[C:6]=2[N:28]=1

참가 물질

4

반응물 1

HCID 59513633HCID 59513633, 화합물

생성물 1

HCID 24900807HCID 24900807, 화합물수율 86.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a solution of benzyl {(1R)-2-[2-amino-3-(aminocarbonyl)-9H-pyrido[2,3-b]indol-9-yl]-1-methylethyl}carbamate (xxiv-a, 13 mg, 0.031 mmol) in ethanol (10 mL) was added palladium on carbon (10 mg, 0.094 mmol). The reaction mixture was stirred under a hydrogen atmosphere overnight. Solids were removed by filtration and the filtrate was concentrated in vacuo to afford 2-amino-9-[(2R)-2-aminopropyl]-9H-pyrido[2,3-b]indole-3-carboxamide (35, 7.6 mg, 86%). NH4OAc standard conditions. DAD Retention time=4.90 min. M+H=284. 1H NMR (300 MHz, MeOD-d4): 8.66 (s, 1H), 7.90 (d, J=7.7 Hz, 1H) 7.49 (d, J=8.1 Hz, 1H), 7.23 (ddd, J=7.4, 6.9, 1.2 Hz, 1H), 7.17 (ddd, J1=7.8, 7.7, 1.2 Hz, 1H), 4.33 (d, J=6.1 Hz, 2H), 3.63-3.71 (m, 1H), 1.23 (d, J=6.5 Hz, 3H).

후처리

  1. customSolids were removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-ade8034f404745289064eb8d7e513bed
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101604B2

반응 노트

불러오는 중…