Boron Trichloride → 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acid

HRID 1058681노트

반응식

HRID 1058681 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]2[C:14]([C:15]([O:17]C)=[O:16])=[C:13]([CH3:19])[NH:12][C:11]3[CH2:20][CH2:21][C:22](=[O:23])[C:10]2=3)[CH:5]=[CH:6][C:7]=1[F:8].B(Cl)(Cl)Cl>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:9]2[C:14]([C:15]([OH:17])=[O:16])=[C:13]([CH3:19])[NH:12][C:11]3[CH2:20][CH2:21][C:22](=[O:23])[C:10]2=3)[CH:5]=[CH:6][C:7]=1[F:8]

참가 물질

4

반응물 2

HCID 25135Boron TrichlorideHCID 11383413methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylate

생성물 1

HCID 98639534-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acid수율 68.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A suspension of the product from Example 10A (1.90 g, 5.0 mmol) in methylene chloride (10 mL) at 5° C. under nitrogen was treated with 1M boron trichloride in methylene chloride (40 mL), stirred overnight, quenched in ice water (100 mL) and ethyl acetate (30 mL), and the aqueous drained off. The suspension of the product in ethyl acetate was filtered, the filter cake was washed with ethyl acetate and dried to provide 1.26 g of the title compound as an orange-pink solid.

후처리

  1. customquenched in ice water (100 mL)
  2. additionThe suspension of the product in ethyl acetate
  3. filtrationwas filtered
  4. washthe filter cake was washed with ethyl acetate
  5. customdried

출처 및 근거

ORD 기록
ord-866e2239ebd042219c80577e39461d63
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06518279B2

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