3-Chloro-5-cyanophenylboronic acid, pinacol ester → US9000184, 10, isomer 1

HRID 1468242노트

반응식

HRID 1468242 반응식
Br[C:2]1[CH:24]=[C:23]2[C:5]([CH2:6][CH2:7][C:8]3([C:16]42[N:20]=[C:19]([NH2:21])[C:18]([CH3:22])=[N:17]4)[CH2:13][CH2:12][CH:11]([O:14][CH3:15])[CH2:10][CH2:9]3)=[CH:4][CH:3]=1.[Cl:25][C:26]1[CH:27]=[C:28]([CH:31]=[C:32](B2OC(C)(C)C(C)(C)O2)[CH:33]=1)[C:29]#[N:30]>>[NH2:21][C:19]1[C:18]([CH3:22])=[N:17][C:16]2([C:23]3[C:5](=[CH:4][CH:3]=[C:2]([C:32]4[CH:31]=[C:28]([CH:27]=[C:26]([Cl:25])[CH:33]=4)[C:29]#[N:30])[CH:24]=3)[CH2:6][CH2:7][C:8]32[CH2:13][CH2:12][CH:11]([O:14][CH3:15])[CH2:10][CH2:9]3)[N:20]=1

참가 물질

3

반응물 2

HCID 532171293-Chloro-5-cyanophenylboronic acid, pinacol ester2회HCID 72714746US9000184, 5, isomer 1

생성물 1

HCID 72714844US9000184, 10, isomer 1

실험 절차

The title compound was prepared following the procedure described for Example 2, starting from 7′-bromo-4-methoxy-5″-methyl-3′,4′-dihydrodispiro[cyclohexane-1,2′-naphthalene-1′,2″-imidazol]-4″-amine (Example 5, 125 mg, 0.32 mmol) and 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (Intermediate 4, 93 mg, 0.35 mmol). The product was purified using preparative chromatography followed by concentration of the fractions, extraction of the remaining aqueous phase with DCM, washing the organic layer with water and concentration and drying in vacuo at 50° C. for 2 days to give:

후처리

  1. customThe product was purified
  2. extractionfollowed by concentration of the fractions, extraction of the remaining aqueous phase with DCM
  3. washwashing the organic layer
  4. concentrationwith water and concentration
  5. customdrying in vacuo at 50° C. for 2 days
  6. customto give

출처 및 근거

ORD 기록
ord-c35a426b2f1d4d68828dbaaa5106e234
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000184B2

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