Sodium methanethiolate → 4-(6-Bromo-7-hydroxyquinazolin-2-ylamino)-N-isopropylbenzamide

HRID 2079645노트

반응식

HRID 2079645 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12]C)[N:8]=[C:7]([NH:14][C:15]1[CH:26]=[CH:25][C:18]([C:19]([NH:21][CH:22]([CH3:24])[CH3:23])=[O:20])=[CH:17][CH:16]=1)[N:6]=[CH:5]2.C[S-].[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[N:8]=[C:7]([NH:14][C:15]1[CH:16]=[CH:17][C:18]([C:19]([NH:21][CH:22]([CH3:23])[CH3:24])=[O:20])=[CH:25][CH:26]=1)[N:6]=[CH:5]2

참가 물질

4

반응물 2

HCID 4378561Sodium methanethiolateHCID 671022524-(6-Bromo-7-methoxyquinazolin-2-ylamino)-N-isopropylbenzamide

생성물 1

HCID 1360299224-(6-Bromo-7-hydroxyquinazolin-2-ylamino)-N-isopropylbenzamide수율 90%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A 0.15M suspension of 4-(6-bromo-7-methoxyquinazolin-2-ylamino)-N-isopropylbenzamide (1.0 eq) and sodium thiomethoxide (4.0 eq) in DMF was heated to 80° C. in an oil bath for 12 h. The mixture was partitioned between ethyl acetate and water. The pH of aqueous phase was adjusted to 5 by adding saturated ammonium hydrochloride. Aqueous phase was extracted with ethyl acetate, and combined organic phase was washed with brine, dried over sodium sulfate, and concentrated to give desired product in 90% yield. ES/MS m/z 401/403 (MH+).

후처리

  1. customThe mixture was partitioned between ethyl acetate and water
  2. additionby adding saturated ammonium hydrochloride
  3. extractionAqueous phase was extracted with ethyl acetate, and combined organic phase
  4. washwas washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2c740a105309436f9c5a726c1476c711
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932262B2

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