Hydrogen Bromide → 3-Amino-N-{4-[(3S,5R)-3-amino-5-methylpiperidin-1-yl]pyridin-3-yl}-7-(4-methylpiperazin-1-yl)quinoline-2-carboxamide

HRID 924462노트

반응식

HRID 924462 반응식
C(OC([NH:8][C@H:9]1[CH2:14][C@@H:13]([CH3:15])[CH2:12][N:11]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][C:17]=2[NH:22][C:23]([C:25]2[C:34]([NH:35]C(=O)OCC3C=CC=CC=3)=[CH:33][C:32]3[C:27](=[CH:28][C:29]([N:46]4[CH2:51][CH2:50][N:49]([CH3:52])[CH2:48][CH2:47]4)=[CH:30][CH:31]=3)[N:26]=2)=[O:24])[CH2:10]1)=O)(C)(C)C.Br>CC(O)=O>[NH2:35][C:34]1[C:25]([C:23]([NH:22][C:17]2[CH:18]=[N:19][CH:20]=[CH:21][C:16]=2[N:11]2[CH2:12][C@H:13]([CH3:15])[CH2:14][C@H:9]([NH2:8])[CH2:10]2)=[O:24])=[N:26][C:27]2[C:32]([CH:33]=1)=[CH:31][CH:30]=[C:29]([N:46]1[CH2:51][CH2:50][N:49]([CH3:52])[CH2:48][CH2:47]1)[CH:28]=2

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 86726905Benzyl [2-{[(4-{(3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-methylpiperidin-1-yl}pyridin-3-yl)amino]carbonyl}-7-(4-methylpiperazin-1-yl)quinolin-3-yl]carbamate

생성물 1

HCID 867269063-Amino-N-{4-[(3S,5R)-3-amino-5-methylpiperidin-1-yl]pyridin-3-yl}-7-(4-methylpiperazin-1-yl)quinoline-2-carboxamide

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of benzyl [2-{[(4-{(3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-methylpiperidin-1-yl}pyridin-3-yl)amino]carbonyl}-7-(4-methylpiperazin-1-yl)quinolin-3-yl]carbamate (0.006 g, 0.008 mmol) and 2 mL of 4.0 M HBr in AcOH was stirred at room temperature for 2 h. The solution was then concentrated under reduced pressure and the resulting residue was treated with 4.5 mL of MeOH and 0.5 mL of NH4OH solution. The mixture was filtered and purified by preparative HPLC (XBridge™ C18 column, eluting with a gradient of MeCN/water containing 0.1% NH4OH, at a flow rate of 30 mL/min.) to afford the title compound. LCMS calc. for C26H35N8O [M+H]+: m/z=475.3. found: 475.3.

후처리

  1. concentrationThe solution was then concentrated under reduced pressure
  2. additionthe resulting residue was treated with 4.5 mL of MeOH and 0.5 mL of NH4OH solution
  3. filtrationThe mixture was filtered
  4. custompurified by preparative HPLC (XBridge™ C18 column
  5. washeluting with a gradient of MeCN/water containing 0.1% NH4OH, at a flow rate of 30 mL/min.)

출처 및 근거

ORD 기록
ord-984543dd7f8b4ec7b29d9da15ea50aa4
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278950B2

반응 노트

불러오는 중…