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Methyl iodide → 2-chloro-N-methyl-N-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-7-amine

HRID 2042238
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HRID 2042238 반응식
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[S:10][CH:9]=[C:8]([NH:11][C:12]3[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=3)[C:6]=2[N:7]=1.[H-].[Na+].I[CH3:27]>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[S:10][CH:9]=[C:8]([N:11]([CH3:27])[C:12]3[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=3)[C:6]=2[N:7]=1
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참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 866732242-chloro-N-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-7-amine

생성물 1

HCID 866732252-chloro-N-methyl-N-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-7-amine수율 90%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 8857
Ethyl Acetate
용매

실험 절차

2-Chloro-N-(3,4,5-trimethoxyphenyl)thieno[3,2-d]pyrimidin-7-amine (30 mg, 0.085 mmol) was dissolved in N,N-dimethylformamide (1 mL) and sodium hydride (5.2 mg, 0.13 mmol) was added at 0° C. After stirring for 10 minutes and adding iodomethane (15 mg, 0.10 mmol), the mixture was stirred for an hour, diluted with ethyl acetate, and washed with brine. The organic layer was dried with magnesium sulfate, filtered with celite, and then concentrated. The target compound (28 mg, 89% yield) was obtained without purification.

후처리

  1. stirringthe mixture was stirred for an hour
  2. washwashed with brine
  3. dry with materialThe organic layer was dried with magnesium sulfate
  4. filtrationfiltered with celite
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5a0d80f92b83404c95f3a36b54f48c1b
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08586580B2

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