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Ammonia → 2-Amino-4-(2,4-dimethyl-phenyl)-thieno[2,3-d]pyrimidine-6-sulfonic acid cyclopropylamide

HRID 237391
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HRID 237391 반응식
N1C=CC=CC=1.[NH2:7][C:8]1[N:13]=[C:12]([S:14][CH2:15][S:16]([NH:19][CH:20]2[CH2:22][CH2:21]2)(=[O:18])=[O:17])[C:11]([CH:23]=O)=[C:10]([C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][C:26]=2[CH3:32])[N:9]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.N>ClCCl>[CH:20]1([NH:19][S:16]([C:15]2[S:14][C:12]3[N:13]=[C:8]([NH2:7])[N:9]=[C:10]([C:25]4[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][C:26]=4[CH3:32])[C:11]=3[CH:23]=2)(=[O:18])=[O:17])[CH2:22][CH2:21]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 59519319C-[2-Amino-6-(2,4-dimethylphenyl)-5-formyl-pyrimidin-4-ylsulphanyl]-N-cyclopropyl-methane sulphonamide

생성물 1

HCID 595191882-Amino-4-(2,4-dimethyl-phenyl)-thieno[2,3-d]pyrimidine-6-sulfonic acid cyclopropylamide

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

Pyridine was added to a suspension of C-[2-Amino-6-(2,4-dimethylphenyl)-5-formyl-pyrimidin-4-ylsulphanyl]-N-cyclopropyl-methane sulphonamide in dichloromethane and the mixture cooled, ice/water. Trifluoroacetic anhydride was added and the mixture stirred for ˜2 hrs and heated under reflux for ˜24 hrs. The resulting dark red solution was allowed to cool and aqueous ammonia (0.880) added and the mixture stirred for ˜30 mins. Dichloromethane was added and the mixture washed with dilute hydrochloric acid, water and saturated aqueous sodium chloride solution. The solution was dried over anhydrous sodium sulphate and concentrated to a red/orange solid. The crude solid was purified by preparative HPLC.

후처리

  1. temperaturethe mixture cooled
  2. temperatureheated
  3. temperatureunder reflux for ˜24 hrs
  4. temperatureto cool
  5. stirringthe mixture stirred for ˜30 mins
  6. washthe mixture washed with dilute hydrochloric acid, water and saturated aqueous sodium chloride solution
  7. dry with materialThe solution was dried over anhydrous sodium sulphate
  8. concentrationconcentrated to a red/orange solid
  9. customThe crude solid was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-d0f47d61245a4306b20a69bd9ad2413d
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08642594B2

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