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

HRID 469273

反応式

HRID 469273 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-93d8f17e7b9343648392cf65a432290e
出典データセット
uspto-grants-2014_01
特許番号
US08629150B2

関連ノート

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