5-Chloro-1,3-benzodioxol-4-amine → N-(5-chloro-1,3-benzodioxol-4-yl)-5-morpholin-4-yl-7-(2-pyrrolidin-1-ylethoxy)quinazolin-4-amine

HRID 1826325

반응식

HRID 1826325 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:18][CH2:19][CH2:20][N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:9][C:10]=2[N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[N:5]=[CH:4][N:3]=1.[Cl:26][C:27]1[C:32]([NH2:33])=[C:31]2[O:34][CH2:35][O:36][C:30]2=[CH:29][CH:28]=1>C(O)(C)C>[Cl:26][C:27]1[C:32]([NH:33][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:18][CH2:19][CH2:20][N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)=[CH:9][C:10]=3[N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[N:5]=[CH:4][N:3]=2)=[C:31]2[O:34][CH2:35][O:36][C:30]2=[CH:29][CH:28]=1

참가 물질

4

반응물 2

HCID 113672535-Chloro-1,3-benzodioxol-4-amineHCID 221407094-Chloro-5-morpholino-7-(2-pyrrolidin-1-ylethoxy)quinazoline

생성물 1

HCID 11974116N-(5-chloro-1,3-benzodioxol-4-yl)-5-morpholin-4-yl-7-(2-pyrrolidin-1-ylethoxy)quinazolin-4-amine수율 9.4%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
80 °C

실험 절차

A mixture of 4-chloro-5-morpholino-7-(2-pyrrolidin-1-ylethoxy)quinazoline (0.27 g), 6-chloro-2,3-methylenedioxyaniline (0.14 g) and isopropanol (4 ml) was stirred and heated to 80° C. for 1 hour. The mixture was evaporated and the residue was dissolved in a 49:1 mixture of methylene chloride and a saturated methanolic ammonia solution. The mixture was filtered and the filtrate was poured onto a column of silica and eluted with a 97:3 mixture of methylene chloride and a saturated methanolic ammonia solution. The material so obtained was triturated under diethyl ether. The resultant solid was isolated, washed with diethyl ether and dried under vacuum. There was thus obtained the title compound (0.035 g); NMR Spectrum: (CDCl3) 1.85 (br s, 4H), 2.65 (br s, 4H), 3.0 (m, 2H), 3.08 (m, 2H), 3.18 (d, 2H), 3.82 (m, 2H), 4.05 (m, 2H), 4.25 (m, 2H), 6.05 (s, 2H), 6.75 (d, 1H), 6.95–7.1 (m, 3H), 8.52 (s, 1H); Mass Spectrum: M+H+ 498 and 500.

후처리

  1. customThe mixture was evaporated
  2. dissolutionthe residue was dissolved in a 49:1 mixture of methylene chloride
  3. filtrationThe mixture was filtered
  4. additionthe filtrate was poured onto a column of silica
  5. washeluted with a 97:3 mixture of methylene chloride
  6. customThe material so obtained
  7. customwas triturated under diethyl ether
  8. customThe resultant solid was isolated
  9. washwashed with diethyl ether
  10. customdried under vacuum

출처 및 근거

ORD 기록
ord-ebbc165df7f3451fa1de04faf7b385bf
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07049438B2

연결된 노트

불러오는 중…