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Potassium Carbonate → Pyrimidine, 2-ethynyl-4-methoxy- (9CI)

HRID 1500742
ノート
印刷プレビュー

反応式

HRID 1500742 の反応式
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[CH3:19][O:20][C:21]1[CH:26]=[CH:25][N:24]=[C:23]([C:27]#[C:28][Si](C)(C)C)[N:22]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.C(O)(=O)C>[C:27]([C:23]1[N:22]=[C:21]([O:20][CH3:19])[CH:26]=[CH:25][N:24]=1)#[CH:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 2724141Tetrabutylammonium FluorideHCID 10375706HCID 10375706、化合物

生成物 1

HCID 10011938Pyrimidine, 2-ethynyl-4-methoxy- (9CI)収率 85%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 8028Tetrahydrofuran溶媒
2 回

実験手順

Tetrabutylammonium fluoride (0.97 mL of a 1M solution in tetrahydrofuran, 0.97 mmol) was added to a stirred solution of 4-methoxy-2-[(trimethylsilyl)ethynyl]pyrimidine (Preparation 1a, 0.20 g, 0.97 mmol) in tetrahydrofuran (1.4 mL) and acetic acid (56 pt) at room temperature. After 5 minutes, 10% aqueous potassium carbonate solution was added to the reaction mixture and the mixture was extracted with dichloromethane. The organic layer was separated, dried (MgSO4) and evaporated. Purification of the residue by flash chromatography (dichloromethane) gave the title compound (0.11 g, 85%) as a pale orange solid.

後処理

  1. extractionthe mixture was extracted with dichloromethane
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customPurification of the residue by flash chromatography (dichloromethane)

出典と根拠

ORDレコード
ord-9ab85e8e7cdb4923a58090db0032f309
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09206183B2

反応ノート

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