Tetrahydrofuran → HCID 55297730、化合物

HRID 73675ノート

反応式

HRID 73675 の反応式
C1COCC1.[NH2:6][C:7]1[C:12]2=[CH:13][C:14]([C:16](OCC)=[O:17])=[CH:15][N:11]2[N:10]=[CH:9][N:8]=1.CC(C[AlH]CC(C)C)C.[C@H](O)(C([O-])=O)[C@@H](O)C([O-])=O.[Na+].[K+]>CCOC(C)=O>[NH2:6][C:7]1[C:12]2=[CH:13][C:14]([CH2:16][OH:17])=[CH:15][N:11]2[N:10]=[CH:9][N:8]=1

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 9357Potassium Sodium TartrateHCID 14487Diisobutylaluminum hydrideHCID 66641336Ethyl 4-aminopyrrolo[2,1-F][1,2,4]triazine-6-carboxylate

生成物 1

HCID 55297730HCID 55297730、化合物収率 93%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of THF (150 mL) was added ethyl 4-aminopyrrolo[2,1-f][1,2,4]triazine-6-carboxylate (2.29 g, 4.65 mmol) followed by 1 M DIBAL in THF (28.8 mL, 28.8 mmol). The solution was stirred at rt for 1 h. The rxn mixture was treated with EtOAc followed by aq Rochelle's salt. This heterogeneous mixture was then heated at 60° C. for 30 min. The solution was transferred to a separatory funnel, separated and washed with water. The aq layer was back extracted with EtOAc. The organic layer was dried (MgSO4), filtered, and concentrated to yield 550 mg (93%) of the desired product. MS [M+H]+=165; LCMS RT=1.03.

後処理

  1. temperatureThis heterogeneous mixture was then heated at 60° C. for 30 min
  2. customThe solution was transferred to a separatory funnel
  3. customseparated
  4. washwashed with water
  5. extractionThe aq layer was back extracted with EtOAc
  6. dry with materialThe organic layer was dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-e3afc2312b4a4127b1536910f974a9ea
出典データセット
uspto-grants-2014_09
特許番号
US08829185B2

反応ノート

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