Tetrahydrofuran → HCID 55297730, 화합물

HRID 1094869노트

반응식

HRID 1094869 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 r×n 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-5d91db0ec2ba4748a745fc258da7c999
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08133995B2

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