4,6-Dichloro-2-(methylthio)pyrimidine → Ethyl 6-(6-chloro-2-(methylthio)pyrimidin-4-ylamino)nicotinate

HRID 469273

반응식

HRID 469273 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1.[NH2:11][C:12]1[CH:22]=[CH:21][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][N:13]=1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+]>C1COCC1.O>[Cl:8][C:6]1[N:5]=[C:4]([S:9][CH3:10])[N:3]=[C:2]([NH:11][C:12]2[CH:22]=[CH:21][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][N:13]=2)[CH:7]=1

참가 물질

6

반응물 3

HCID 805314,6-Dichloro-2-(methylthio)pyrimidineHCID 235927Ethyl 6-AminonicotinateHCID 2724254Sodium bis(trimethylsilyl)amide

생성물 1

HCID 86679315Ethyl 6-(6-chloro-2-(methylthio)pyrimidin-4-ylamino)nicotinate

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 4,6-dichloro-2-(methylthio)pyrimidine (1 g), ethyl 6-aminonicotinate (0.85 g) and NaHMDS (10.3 mL, 1M in THF) in THF (50 mL) was stirred at room temperature for 16 hours. The mixture was diluted with water and extracted with EtOAc (2×150 mL). The organic layers were combined, washed with brine (50 mL), dried over MgSO4 and concentrated to give ethyl 6-(6-chloro-2-(methylthio)pyrimidin-4-ylamino)nicotinate which was used as was.

후처리

  1. extractionextracted with EtOAc (2×150 mL)
  2. washwashed with brine (50 mL)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-93d8f17e7b9343648392cf65a432290e
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629150B2

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