Acetic Anhydride → HCID 57974361, 화합물

HRID 1864344노트

반응식

HRID 1864344 반응식
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][NH:9][C@H:10]([CH3:39])[CH2:11][O:12][C:13]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:14]=1[C:15]([NH:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31]3[CH:32]=[N:33][C:34]([CH3:37])=[CH:35][CH:36]=3)=[C:26]([CH3:38])[CH:25]=1)=[N:16][CH:17]=[N:18]2.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:8][N:9]([C@H:10]([CH3:39])[CH2:11][O:12][C:13]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:14]=1[C:15]([NH:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31]3[CH:32]=[N:33][C:34]([CH3:37])=[CH:35][CH:36]=3)=[C:26]([CH3:38])[CH:25]=1)=[N:16][CH:17]=[N:18]2)[C:1](=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 69064879HCID 69064879, 화합물

생성물 1

HCID 57974361HCID 57974361, 화합물수율 84.1%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Acetic anhydride (66 μl, 0.70 mmol) was added drop wise to a solution of 5-{[(2R)-2-(methylamino)propyl]oxy}-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine (250 mg, 0.58 mmol, obtained as described in Example 115, preparation of starting materials) and potassium carbonate (161 mg, 1.16 mmol) in acetone (10 ml). The mixture was stirred at room temperature for 2 hours. After evaporation of the solvents, the residue was diluted in DCM. The solution washed with aqueous sodium bicarbonate and dried over magnesium sulfate. After evaporation of the solvents, the residue was purified by chromatography on silica gel (eluant: 2 to 5% 7N ammonia-methanol in DCM) to give the title compound (230 mg, 84%); NMR Spectrum: (CDCl3) 1.28 (d, 3H), 1.94 (s, 3H), 2.30 (s, 3H), 2.53 (s, 3H), 2.90 (s, 3H), 4.30-4.10 (m, 2H), 5.38 (m, 1H), 6.92 (m, 2H), 7.08 (d, 1H), 7.14 (dd, 1H), 7.48 (d, 2H), 7.53 (s, 1H), 7.64 (t, 1H), 8.27 (d, 1H), 8.60 (s, 1H), 9.51 (s, 1H); Mass spectrum: MH+ 472.

후처리

  1. customAfter evaporation of the solvents
  2. additionthe residue was diluted in DCM
  3. washThe solution washed with aqueous sodium bicarbonate
  4. dry with materialdried over magnesium sulfate
  5. customAfter evaporation of the solvents
  6. customthe residue was purified by chromatography on silica gel (eluant: 2 to 5% 7N ammonia-methanol in DCM)

출처 및 근거

ORD 기록
ord-671891d25694480289815b602b3a3a37
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07625908B2

반응 노트

불러오는 중…