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

反応式

HRID 1826325 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ebbc165df7f3451fa1de04faf7b385bf
出典データセット
uspto-grants-2006_05
特許番号
US07049438B2

関連ノート

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