Hydrochloric Acid → 2-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoro-8-((cis)-5-fluoroazepan-4-yloxy)quinoline

HRID 876506노트

반응식

HRID 876506 반응식
[N:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([O:21][C@H:22]4[C@@H:28]([F:29])[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]4)[CH:14]=[C:15]([F:20])[CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.Cl>C(Cl)(Cl)Cl>[N:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([O:21][C@H:22]4[C@@H:28]([F:29])[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)[CH:14]=[C:15]([F:20])[CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 131731014(cis)-Tert-butyl 4-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yloxy)-5-fluoroazepane-1-carboxylate

생성물 1

HCID 672307122-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoro-8-((cis)-5-fluoroazepan-4-yloxy)quinoline수율 100.1%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Enantiomer 2 of (cis)-tert-butyl 4-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yloxy)-5-fluoroazepane-1-carboxylate (Example 90, Step D; 0.119 g, 0.240 mmol) was dissolved in CHCl3 (2.4 mL). HCl (2.40 mL, 9.61 mmol, 4.0M Dioxane) was added and the mixture was stirred at ambient temperature for 3 hours. The mixture was filtered through a polypropylene filter and washed with CH2Cl2 and then Et2O, then slurried in hexanes and dried carefully in vacuo to provide 0.095 g of the desired product as a white solid (85%). MS ESI (+) m/z 396.1 (M+1) detected.

후처리

  1. filtrationThe mixture was filtered through a polypropylene
  2. filtrationfilter
  3. washwashed with CH2Cl2
  4. customdried carefully in vacuo

출처 및 근거

ORD 기록
ord-b72df083f958423c9b78774b55ed2c80
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987251B2

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