Sodium hexamethyidisilazane → HCID 68544666、化合物

HRID 2374431ノート

反応式

HRID 2374431 の反応式
C[Si](C)(C)N[Si](C)(C)C.[Na].[NH2:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]2[O:18][CH2:19][O:20][C:13]=12.Cl[C:22]1[C:31]2[C:26](=[CH:27][C:28]([O:34][CH2:35][CH2:36][Cl:37])=[C:29]([O:32][CH3:33])[CH:30]=2)[N:25]=[CH:24][N:23]=1>C1COCC1>[Cl:37][CH2:36][CH2:35][O:34][C:28]1[CH:27]=[C:26]2[C:31]([C:22]([NH:11][C:12]3[CH:17]=[CH:16][N:15]=[C:14]4[O:18][CH2:19][O:20][C:13]=34)=[N:23][CH:24]=[N:25]2)=[CH:30][C:29]=1[O:32][CH3:33]

参加物

5

反応物 3

HCID 45051731Sodium hexamethyidisilazaneHCID 450794752H-[1,3]Dioxolo[4,5-b]pyridin-7-amineHCID 596829074-Chloro-7-(2-chloroethoxy)-6-methoxyquinazoline

生成物 1

HCID 68544666HCID 68544666、化合物収率 65.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Sodium hexamethyldisilazane (1M solution in THF; 2 ml) was added dropwise to a mixture of 4-amino-2,3-methylenedioxypyridine (0.138 g), 4-chloro-7-(2-chloroethoxy)-6-methoxyquinazoline (0.272 g) and THF (5 ml) that had been cooled to 0° C. The mixture was stirred at 0° C. for 1 hour. The resultant mixture was allowed to warm to ambient temperature and was stirred for 2 hours. The reaction was quenched by the addition of glacial acetic acid (0.12 ml). The solvents were evaporated and the residue was partitioned between methylene chloride and an aqueous ammonium hydroxide solution. The organic layer was collected and concentrated to a small volume. Diethyl ether was added and a precipitate formed. The resultant solid was isolated, washed with diethyl ether and dried. There was thus obtained the title compound (0.245 g); NMR Spectrum: (DMSOd6) 3.97 (s, 3H), 4.04 (m, 2H), 4.45 (m, 2H), 6.12 (s, 2H), 7.13 (br d, 1H), 7.25 (s, 1H), 7.60 (d, 1H), 7.83 (s, 1H), 8.47 (s, 1H), 9.87 (br s, 1H); Mass Spectrum: M+H+ 375.

後処理

  1. temperatureto warm to ambient temperature
  2. stirringwas stirred for 2 hours
  3. customThe reaction was quenched by the addition of glacial acetic acid (0.12 ml)
  4. customThe solvents were evaporated
  5. customthe residue was partitioned between methylene chloride
  6. customThe organic layer was collected
  7. concentrationconcentrated to a small volume
  8. additionDiethyl ether was added
  9. customa precipitate formed
  10. customThe resultant solid was isolated
  11. washwashed with diethyl ether
  12. customdried

出典と根拠

ORDレコード
ord-36a66f8376404254ab25a728b75a1e41
出典データセット
uspto-grants-2008_12
特許番号
US07462623B2

反応ノート

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