Potassium Hydroxide → 5-(benzyloxy)-4-fluoro-2-(tetrahydro-2H-pyran-4-ylamino)benzoic acid

HRID 1022484노트

반응식

HRID 1022484 반응식
[CH2:1]([O:8][C:9]1[C:10]([F:27])=[CH:11][C:12]([NH:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[C:13]([CH:19]=1)[C:14]([O:16]CC)=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>C(O)(C)C.O>[CH2:1]([O:8][C:9]1[C:10]([F:27])=[CH:11][C:12]([NH:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[C:13]([CH:19]=1)[C:14]([OH:16])=[O:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 67495078ethyl 5-(benzyloxy)-4-fluoro-2-(tetrahydro-2H-pyran-4-ylamino)benzoate

생성물 1

HCID 667327195-(benzyloxy)-4-fluoro-2-(tetrahydro-2H-pyran-4-ylamino)benzoic acid수율 98.4%

시약·촉매·용매 2

HCID 962Water용매HCID 3776Isopropanol용매

실험 절차

A mixture of 1.0 g of the compound obtained in Step 4.3 and 0.45 g of KOH in 16 ml of isopropanol and 4 ml of water is irradiated in a microwave field for 20 minutes at 130° C. The reaction medium is evaporated under reduced pressure. Water is added, the resulting mixture is acidified with aqueous 1N HCl solution to pH 3 and this mixture is extracted with EtOAc. The organic phase is dried over Na2SO4 and filtered, and the filtrate is evaporated under reduced pressure to give 0.91 g of the expected product.

후처리

  1. customis irradiated in a microwave field for 20 minutes at 130° C
  2. customThe reaction medium is evaporated under reduced pressure
  3. additionWater is added
  4. extractionthis mixture is extracted with EtOAc
  5. dry with materialThe organic phase is dried over Na2SO4
  6. filtrationfiltered
  7. customthe filtrate is evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-47b0961239a242378467d8eac3416d51
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722659B2

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