Hydrochloric Acid → 1-[4-((2R,6S)-2,6-dimethyl-morpholin-4-yl)-2,3-difluoro-5-hydroxymethyl-phenyl]-ethanone

HRID 577811노트

반응식

HRID 577811 반응식
C([SiH2][O:6][C:7](C1C=CC=CC=1)(C1C=CC=CC=1)[C:8]1[C:9]([N:19]2[CH2:24][C@H:23]([CH3:25])[O:22][C@H:21]([CH3:26])[CH2:20]2)=[C:10]([F:18])[C:11]([F:17])=[C:12]([C:14](=[O:16])[CH3:15])[CH:13]=1)(C)(C)C.Cl.O>O1CCOCC1>[CH3:25][C@H:23]1[O:22][C@@H:21]([CH3:26])[CH2:20][N:19]([C:9]2[C:8]([CH2:7][OH:6])=[CH:13][C:12]([C:14](=[O:16])[CH3:15])=[C:11]([F:17])[C:10]=2[F:18])[CH2:24]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 178466840HCID 178466840, 화합물2회

생성물 1

HCID 866580491-[4-((2R,6S)-2,6-dimethyl-morpholin-4-yl)-2,3-difluoro-5-hydroxymethyl-phenyl]-ethanone

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-((2R,6S)-2,6-dimethyl-morpholin-4-yl)-2,3-difluoro-phenyl]-ethanone (Intermediate 9, 7.2 g, 28 mmol) and 4N HCl in dry dioxane (75 mL) was stirred at room temperature for 12 hours. The reaction mixture was treated with cold water (20 mL) and extracted with ethyl acetate (3×50 mL). The combined organic phases combined were dried (Na2SO4) and concentrated. The residue was purified over a silica gel flash column using a gradient of ethyl acetate in pet. ether to give the title compound as yellow solid.

후처리

  1. extractionextracted with ethyl acetate (3×50 mL)
  2. dry with materialThe combined organic phases combined were dried (Na2SO4)
  3. concentrationconcentrated
  4. customThe residue was purified over a silica gel flash column

출처 및 근거

ORD 기록
ord-c8e25a50a2914d80ab162bd3939a428c
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040528B2

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