Hydrochloric Acid → 2-Carbethoxy-5-methyl-5,6-dihydropyrrolo[1,2-c]quinazoline

HRID 65929ノート

反応式

HRID 65929 の反応式
[C:1]([C:6]1[CH:7]=[C:8]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]=[C:10]([CH3:18])[N:9]2[CH:19]=1)([O:3][CH2:4][CH3:5])=[O:2].Cl.[BH3-]C#N.[Na+]>CCO.CO>[C:1]([C:6]1[CH:7]=[C:8]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[NH:11][CH:10]([CH3:18])[N:9]2[CH:19]=1)([O:3][CH2:4][CH3:5])=[O:2]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 5003444Sodium cyanoborohydrideHCID 227563512-Carbethoxy-5-methylpyrrolo[1,2-c]quinazoline

生成物 1

HCID 227563592-Carbethoxy-5-methyl-5,6-dihydropyrrolo[1,2-c]quinazoline

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 887Methanol溶媒

実験手順

The product of Example XXXVI (14.0 g, 0.0436 m) was dissolved in EtOH (1.5 lit) and the pH was adjusted to 4 with methanolic HCl. A solution of NaBH3CN (18.0 g, 0.272 m) in MeOH (300 ml) was added. The pH was readjusted to 4 at 5 min intervals for 20 min. After this time, the pH remained at 4. The reaction mixture was stirred at ambient temperature for 2 hr. The solvent was removed and the residue slurried in H2O (250 ml) and treated with 1N NaOH until basic. The mixture was extracted with CH2Cl2 (2 × 200 ml). The organic extract was dried over Na2SO4, filtered, and the solvent removed to give a white solid; m.p. 102°-103° C.

後処理

  1. waitintervals for 20 min
  2. customThe solvent was removed
  3. additionthe residue slurried in H2O (250 ml) and treated with 1N NaOH until basic
  4. extractionThe mixture was extracted with CH2Cl2 (2 × 200 ml)
  5. extractionThe organic extract
  6. dry with materialwas dried over Na2SO4
  7. filtrationfiltered
  8. customthe solvent removed
  9. customto give a white solid

出典と根拠

ORDレコード
ord-fa03c6702fe8459396d17ecdea1e82f3
出典データセット
uspto-grants-1978_12
特許番号
US04129653

反応ノート

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