Vorinostat → Octanedioic acid acetoxy-amide phenylamide

HRID 1516962

반응식

HRID 1516962 반응식
[CH:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([NH:18][OH:19])=[O:17])=[O:9])=[CH:3][CH:2]=1.ON1C2C=CC=CC=2N=N1.[C:30](OC(=O)C)(=[O:32])[CH3:31]>N1C=CC=CC=1.C(Cl)Cl>[C:4]1([NH:7][C:8](=[O:9])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([NH:18][O:19][C:30](=[O:32])[CH3:31])=[O:17])[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1

참가 물질

4

반응물 2

HCID 5311VorinostatHCID 87641867Acetic anhydride 1-hydroxybenzotriazole

생성물 1

HCID 11232029Octanedioic acid acetoxy-amide phenylamide

시약·촉매·용매 1

HCID 21875418Pyridine methylene chloride용매

실험 절차

To a stirring solution of SAHA (0.43 g, 16.3 mmol) in pyridine/CH2Cl2 (5/5 mL) was added acetic anhydride 1-hydroxybenzotriazole (153 μL, 16.3 mmol). After stirring for 18 h at RT, the solvent was removed, and the material was without further purification. 1H NMR (DMSO-d6) δ 11.71 (br s, 1H), 10.01 (br s, 1H), 7.75 (d, J=7.6 Hz, 2H), 7.44 (dd, J=7.6, 7.4 Hz, 2H), 7.17 (t, J=7.4 Hz, 1H), 2.43 (t, J=7.2 Hz, 2H), 2.35-2.20 (m, 2H), 2.30 (s, 3H), 1.82-1.58 (m, 4H), 1.58-1.36 (m, 4H). MS (EI): cal'd (MH+) 307.1, exp (MH+) 307.2.

후처리

  1. customthe solvent was removed
  2. customthe material was without further purification

출처 및 근거

ORD 기록
ord-7ef0ac55670043a0b4c574b1634693d9
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08227636B2

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