Pentapotassium Triphosphate → HCID 57516918、化合物

HRID 62537

反応式

HRID 62537 の反応式
[Cl:1][C:2]1[CH:7]=[C:6](I)[C:5]([Cl:9])=[CH:4][N:3]=1.[NH2:10][C:11]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:12]=1[C:13]#[N:14].[O-]P(OP(OP([O-])([O-])=O)([O-])=O)(=O)[O-].[K+].[K+].[K+].[K+].[K+]>O1CCOCC1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1C=CC(P(C2C(OC3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=CC=3)=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([NH:10][C:11]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:12]=2[C:13]#[N:14])[C:5]([Cl:9])=[CH:4][N:3]=1

参加物

7

反応物 3

HCID 61695Pentapotassium TriphosphateHCID 27377042-Amino-5-fluorobenzonitrileHCID 534009652,5-Dichloro-4-iodopyridine

生成物 1

HCID 57516918HCID 57516918、化合物収率 86%

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 4285986Bis[2-(diphenylphosphino)phenyl] ether触媒HCID 312751,4-Dioxane溶媒

実験手順

To a degassed solution of 2,5-dichloro-4-iodopyridine (8 g, 29.2 mmol), 2-amino-5-fluorobenzonitrile (3.98 g, 29.2 mmol) and potassium triphosphate (18.60 g, 88 mmol) in 1,4-dioxane (100 ml) stirred under nitrogen at the room temperature was added DPEPhos (1.258 g, 2.337 mmol) and palladium acetate (0.262 g, 1.168 mmol). The reaction mixture was stirred at the reflux for 18 hr. The reaction mixture was filtered. The solvent was evaporated. Ether (50 ml) was added and the solid was filtered. 2-[(2,5-Dichloro-4-pyridinyl)amino]-5-fluorobenzonitrile (7.09 g, 25.1 mmol, 86% yield) was isolated as an orange solid. 1H NMR (400 MHz, METHANOL-d4) ppm 6.44 (s, 1 H) 7.46-7.58 (m, 2 H) 7.66 (dd, J=8.08, 2.78 Hz, 1 H) 8.08 (s, 1 H); HPLC Rt=3.23 min, MS (ESI): 382.0, 384.19 [M+H]+.

後処理

  1. temperaturereflux for 18 hr
  2. filtrationThe reaction mixture was filtered
  3. customThe solvent was evaporated
  4. additionEther (50 ml) was added
  5. filtrationthe solid was filtered

出典と根拠

ORDレコード
ord-96223665d9f24db18761ea870c899c22
出典データセット
uspto-grants-2016_09
特許番号
US09446034B2

関連ノート

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