Water → 4-(7-Azaindol-5-yloxy)-6-hydroxy-7-methoxyquinazohne

HRID 2068031노트

반응식

HRID 2068031 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([O:10][C:11]3[C:20]4[C:15](=[CH:16][C:17]([O:29][CH3:30])=[C:18]([O:21]CC5C=CC=CC=5)[CH:19]=4)[N:14]=[CH:13][N:12]=3)=[CH:7][N:8]=2)[CH:3]=[CH:2]1.C([O-])=O.[NH4+].O>[Pd].CN(C=O)C>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([O:10][C:11]3[C:20]4[C:15](=[CH:16][C:17]([O:29][CH3:30])=[C:18]([OH:21])[CH:19]=4)[N:14]=[CH:13][N:12]=3)=[CH:7][N:8]=2)[CH:3]=[CH:2]1

참가 물질

6

반응물 3

HCID 962WaterHCID 2723923Ammonium formateHCID 666467954-(7-Azaindol-5-yloxy)-6-benzyloxy-7-methoxyquinazoline

생성물 1

HCID 589602364-(7-Azaindol-5-yloxy)-6-hydroxy-7-methoxyquinazohne수율 96.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-(7-azaindol-5-yloxy)-6-benzyloxy-7-methoxyquinazoline (0.36 g, 0.873 mmol), ammonium formate (0.55 g, 8.73 mmol) and 10% palladium on carbon (0.05 g) in DMF (7 ml) containing water (0.3 ml) was stirred at ambient temperature for 1 hour. The mixture was filtered and the filtrate was evaporated. The residue was triturated under diethyl ether and the solid was filtered, washed with ether and dried under vacuum. The solid was triturated under water, filtered, washed with water and dried under vacuum over P2O5 to give 4-(7-azaindol-5-yloxy)-6-hydroxy-7-methoxyquinazoline (0.26 g, 85%).

후처리

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated
  3. customThe residue was triturated under diethyl ether
  4. filtrationthe solid was filtered
  5. washwashed with ether
  6. customdried under vacuum
  7. customThe solid was triturated under water
  8. filtrationfiltered
  9. washwashed with water
  10. dry with materialdried under vacuum over P2O5

출처 및 근거

ORD 기록
ord-e4eceac8004f4068a9e06d1e737d3e81
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08293902B2

반응 노트

불러오는 중…