p-Toluenesulfonic acid monohydrate → 2-[4-(4-acetyl-3,5-dimethyl-piperazin-1-yl)-phenyl]-5,7-difluoro-3H-quinazolin-4-one

HRID 591598노트

반응식

HRID 591598 반응식
[NH2:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([F:12])[C:3]=1[C:4]([NH2:6])=[O:5].[C:13]([N:16]1[CH:21]([CH3:22])[CH2:20][N:19]([C:23]2[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][CH:24]=2)[CH2:18][CH:17]1[CH3:31])(=[O:15])[CH3:14].S([O-])(O)=O.[Na+].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CN(C)C(=O)C>[C:13]([N:16]1[CH:21]([CH3:22])[CH2:20][N:19]([C:23]2[CH:24]=[CH:25][C:26]([C:27]3[NH:6][C:4](=[O:5])[C:3]4[C:2](=[CH:10][C:9]([F:11])=[CH:8][C:7]=4[F:12])[N:1]=3)=[CH:29][CH:30]=2)[CH2:18][CH:17]1[CH3:31])(=[O:15])[CH3:14]

참가 물질

6

반응물 4

HCID 521998p-Toluenesulfonic acid monohydrateHCID 23665763Sodium BisulfiteHCID 594419592-Amino-4,6-difluorobenzamideHCID 866620144-(4-Acetyl-3,5-dimethylpiperazin-1-yl)benzaldehyde

생성물 1

HCID 1363480482-[4-(4-acetyl-3,5-dimethyl-piperazin-1-yl)-phenyl]-5,7-difluoro-3H-quinazolin-4-one

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
115 °C

실험 절차

To a stirred solution of 2-amino-4,6-difluoro-benzamide (0.66 g, 3.84 mmol) and 4-(4-acetyl-3,5-dimethyl-piperazin-1-yl)-benzaldehyde (1.00 g, 3.84 mmol) in N,N-dimethyl acetamide (20 mL), was added sodium hydrogen sulfite (58.5 wt %, 1.04 g, 5.76 mmol) and p-toluenesulfonic acid monohydrate (0.88 g, 4.61 mmol) and the reaction mixture was stirred at 115° C. for 16 hours. The solvent was evaporated in vacuo, water was added, and the precipitated solid was filtered off, to give 2-[4-(4-acetyl-3,5-dimethyl-piperazin-1-yl)-phenyl]-5,7-difluoro-3H-quinazolin-4-one as a yellow solid, which was used in the next step without further purification.

후처리

  1. customThe solvent was evaporated in vacuo, water
  2. additionwas added
  3. filtrationthe precipitated solid was filtered off

출처 및 근거

ORD 기록
ord-3664519c233f4c12955128c86d0b6bc7
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238640B2

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