Water → Methyl 2-(1H-indazol-6-ylamino)-6-chloro-4-cyanonicotinate

HRID 711447

反応式

HRID 711447 の反応式
Cl[C:2]1[N:11]=[C:10]([Cl:12])[CH:9]=[C:8]([C:13]#[N:14])[C:3]=1[C:4]([O:6][CH3:7])=[O:5].[NH:15]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([NH2:24])[CH:22]=2)[CH:17]=[N:16]1.CCN(CC)CC.O>C1COCC1.CCOC(C)=O>[NH:15]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([NH:24][C:2]3[N:11]=[C:10]([Cl:12])[CH:9]=[C:8]([C:13]#[N:14])[C:3]=3[C:4]([O:6][CH3:7])=[O:5])[CH:22]=2)[CH:17]=[N:16]1

参加物

7

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 814231H-Indazol-6-amineHCID 58317683Methyl 2,6-dichloro-4-cyanonicotinate

生成物 1

HCID 58317650Methyl 2-(1H-indazol-6-ylamino)-6-chloro-4-cyanonicotinate収率 38.5%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A mixture of methyl 2,6-dichloro-4-cyanonicotinate (250 mg, 1.082 mmol), 1H-indazol-6-amine (173 mg, 1.299 mmol) and Et3N (0.226 mL, 1.623 mmol) in THF (10 mL) was stirred at 80° C. overnight. Water and EtOAc were added to the mixture. The organic phase was washed with H2O and brine, dried over MgSO4, and evaporated. The residue was purified by chromatography on SiO2(Hexane/EtOAc=5/1) to give the title compound as a yellow solid (120 mg, 38.5%).

後処理

  1. washThe organic phase was washed with H2O and brine
  2. dry with materialdried over MgSO4
  3. customevaporated
  4. customThe residue was purified by chromatography on SiO2(Hexane/EtOAc=5/1)

出典と根拠

ORDレコード
ord-68f3e4f9dee245788cf222a832b560db
出典データセット
uspto-grants-2015_11
特許番号
US09181255B2

関連ノート

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