(R)-3-fluoro-4-(7-oxo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile → 4-((5R)-8-(4-fluorophenyl)-8-hydroxy-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile

HRID 2036035

반응식

HRID 2036035 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C@@H]1N2C=NC=C2C(=O)C1)C#N.[O:19]=[C:20]1[CH2:25][CH2:24][C@H:23]([C:26]2[CH:33]=[CH:32][C:29]([C:30]#[N:31])=[CH:28][CH:27]=2)[N:22]2[CH:34]=[N:35][CH:36]=[C:21]12>>[F:1][C:2]1[CH:3]=[CH:4][C:7]([C:20]2([OH:19])[CH2:25][CH2:24][C@H:23]([C:26]3[CH:33]=[CH:32][C:29]([C:30]#[N:31])=[CH:28][CH:27]=3)[N:22]3[CH:34]=[N:35][CH:36]=[C:21]23)=[CH:8][CH:9]=1

참가 물질

3

반응물 2

HCID 67216150(R)-3-fluoro-4-(7-oxo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrileHCID 67216373(R)-4-(8-oxo-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile

생성물 1

HCID 532371184-((5R)-8-(4-fluorophenyl)-8-hydroxy-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile

실험 절차

Following compounds are prepared using similar procedure as example 1-1 through example 1-7 using either 3-fluoro-4-((R)-7-oxo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)-benzonitrile or (R)-4-(8-oxo-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile with appropriate reagents and conditions: Note when possible, separation of diastereomers were individually achieved with preparation plates, flash chromatography, prep-LCMS, HPLC, and or using HPLC CHIRALPAK® HPLC columns (such as AD, OJ, OD, etc.) which are purchased from Daicel.

후처리

  1. customare prepared
  2. customseparation of diastereomers
  3. customwere individually achieved with preparation plates, flash chromatography

출처 및 근거

ORD 기록
ord-de47e83f1843440aa1e8bd0b8009ccfc
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575160B2

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