Tetrahydrofuran → HCID 55297730, 화합물

HRID 73675노트

반응식

HRID 73675 반응식
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

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 9357Potassium Sodium TartrateHCID 14487Diisobutylaluminum hydrideHCID 66641336Ethyl 4-aminopyrrolo[2,1-F][1,2,4]triazine-6-carboxylate

생성물 1

HCID 55297730HCID 55297730, 화합물수율 93%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e3afc2312b4a4127b1536910f974a9ea
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829185B2

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