Phenylsilane → 2-Amino-6-(cyanomethyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

HRID 1850672ノート

反応式

HRID 1850672 の反応式
[NH2:1][C:2]1[C:13]([C:14]([O:16]CC=C)=[O:15])=[C:5]2[N:6]=[CH:7][C:8]([CH2:10][C:11]#[N:12])=[CH:9][N:4]2[N:3]=1.C1([SiH3])C=CC=CC=1>C(Cl)Cl.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH2:1][C:2]1[C:13]([C:14]([OH:16])=[O:15])=[C:5]2[N:6]=[CH:7][C:8]([CH2:10][C:11]#[N:12])=[CH:9][N:4]2[N:3]=1

参加物

5

反応物 2

HCID 12752PhenylsilaneHCID 86720890Allyl 2-amino-6-(cyanomethyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylate

生成物 1

HCID 867208922-Amino-6-(cyanomethyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid収率 100%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

To a suspension of allyl 2-amino-6-(cyanomethyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylate 4c (10.2 g, 39.65 mmol) in DCM (350 mL) was added phenylsilane (8.581 g, 9.773 mL, 79.3 mmol), followed by Pd(PPh3)4 (1.5 g, 1.298 mmol). The reaction was stirred at room temperature for 2 h. The reaction mixture was filtered and the solid was washed with DCM and dried under vacuum to provide 2-amino-6-(cyanomethyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid 5c as a yellow solid (8.61 g, 100% yield).

後処理

  1. filtrationThe reaction mixture was filtered
  2. washthe solid was washed with DCM
  3. customdried under vacuum

出典と根拠

ORDレコード
ord-a4d92c5750984541a2cd8f116d8359ef
出典データセット
uspto-grants-2015_02
特許番号
US08957078B2

反応ノート

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