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Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylate → HCID 67381887, 화합물

HRID 532281
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HRID 532281 반응식
[CH3:1][O:2][C:3]([C:5]1[S:14][C:8]2[N:9]=[CH:10][N:11]=[C:12]([Cl:13])[C:7]=2[C:6]=1[CH3:15])=[O:4].[NH2:16][C:17]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:18]=1[O:19][CH:20]([CH3:31])[CH2:21][CH2:22][NH:23]C(=O)OC(C)(C)C>O1CCOCC1>[ClH:13].[NH2:23][CH2:22][CH2:21][CH:20]([O:19][C:18]1[CH:32]=[C:33]([F:36])[CH:34]=[CH:35][C:17]=1[NH:16][C:12]1[C:7]2[C:6]([CH3:15])=[C:5]([C:3]([O:2][CH3:1])=[O:4])[S:14][C:8]=2[N:9]=[CH:10][N:11]=1)[CH3:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2759834Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 58413342HCID 58413342, 화합물

생성물 1

HCID 67381887HCID 67381887, 화합물

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (1.25 g), tert-butyl 3-(2-amino-5-fluorophenoxy)butylcarbamate (1.7 g) and p-toloulsulfonic acid (175 mg) was dissolved in dioxane (30 ml) and the solution was heated under reflux overnight. Then the reaction mixture was concentrated in vacuo. The residue was treated with trifluoracetic acid 25% in dichloromethane and stirred at room temperature for 1 h. The solution was concentrated in vacuo and the residue was dissolved in dichloromethane and washed with sodium bicarbonate. The organic phase was separated, dried and concentrated in vacuo. The residue was triturated with Et2O and the precipitate was filtered.

후처리

  1. temperaturethe solution was heated
  2. temperatureunder reflux overnight
  3. concentrationThen the reaction mixture was concentrated in vacuo
  4. additionThe residue was treated with trifluoracetic acid 25% in dichloromethane
  5. concentrationThe solution was concentrated in vacuo
  6. dissolutionthe residue was dissolved in dichloromethane
  7. washwashed with sodium bicarbonate
  8. customThe organic phase was separated
  9. customdried
  10. concentrationconcentrated in vacuo
  11. customThe residue was triturated with Et2O
  12. filtrationthe precipitate was filtered

출처 및 근거

ORD 기록
ord-b20aa250df104b6f925b894ca3b1c07d
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853193B2

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