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Potassium Phosphate, Tribasic → Methyl 3-amino-6-methylpyrazine-2-carboxylate

HRID 1093919
ノート
印刷プレビュー

反応式

HRID 1093919 の反応式
[CH3:1][O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][CH:8]=[C:7](Br)[N:6]=1)=[O:4].[CH3:13]OC1C=CC=C(OC)C=1C1C=CC=CC=1P(C1CCCCC1)C1CCCCC1.CB(O)O.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>O.Cl.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][CH:8]=[C:7]([CH3:13])[N:6]=1)=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 139377Methylboronic AcidHCID 227251Methyl 3-Amino-6-bromopyrazine-2-carboxylateHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl

生成物 1

HCID 58840780Methyl 3-amino-6-methylpyrazine-2-carboxylate

試薬・触媒・溶媒 4

HCID 962
Water
触媒
HCID 167845palladium(II) acetate触媒
HCID 313Hydrochloric Acid溶媒
HCID 1140Toluene溶媒

実験手順

3-Amino-6-bromopyrazine-2-carboxylic acid methyl ester (1.0 g), palladium acetate (0.101 g), and S-Phos (2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl) were placed in a flask, with toluene (15 mL) and water (3 drops). Methyl boronic acid (0.394 g) and potassium phosphate (1.71 g) were added and the reaction mixture was refluxed for 24 hours. After allowing the reaction mixture to cool, the mixture was diluted with aqueous hydrochloric acid (1M) and extracted with ethyl acetate. The solvent was evaporated and the residue was purified by column chromatography on silica gel (eluent: diethyl ether) to give 3-amino-6-methylpyrazine-2-carboxylic acid methyl ester as a yellow solid (0.114 g).

後処理

  1. temperaturethe reaction mixture was refluxed for 24 hours
  2. temperatureto cool
  3. extractionextracted with ethyl acetate
  4. customThe solvent was evaporated
  5. customthe residue was purified by column chromatography on silica gel (eluent: diethyl ether)

出典と根拠

ORDレコード
ord-5461ce5797624bf3b2aa2a06dcf3e644
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08133847B2

反応ノート

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