Triethylamine → HCID 178480127、化合物

HRID 1480834ノート

反応式

HRID 1480834 の反応式
CCN(CC)CC.C([SiH](CC)CC)C.C([O:22][C:23]1[CH:32]=[C:31]2[C:26]([CH:27]=[CH:28][N:29]=[C:30]2[C:33]2[CH:34]=[N:35][N:36]([CH3:38])[CH:37]=2)=[CH:25][N:24]=1)C1C=CC=CC=1>C(Cl)Cl.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:38][N:36]1[CH:37]=[C:33]([C:30]2[N:29]=[CH:28][CH:27]=[C:26]3[C:31]=2[CH:32]=[C:23]([OH:22])[N:24]=[CH:25]3)[CH:34]=[N:35]1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 12052TriethylsilaneHCID 89996289HCID 89996289、化合物

生成物 1

HCID 178480127HCID 178480127、化合物収率 15.2%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of Pd(OAc)2 (4 mg, 0.019 mmol), Et3N (7.5 uL, 0.053 mmol), triethylsilane (0.085 mL, 0.531 mmol) in DCM (8 mL) was stirred at room temperature for 10 minutes. A solution of 7-(benzyloxy)-1-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridine (Preparation 88, 120 mg, 0.379 mmol) in DCM (1 mL) was added. The reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was quenched with aqueous saturated ammonium chloride (20 mL) and extracted with ether (2×30 mL). The combined organic layers were dried (MgSO4) and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 0-10% MeOH in DCM to give the title compound (13 mg, 15%).

後処理

  1. customThe reaction mixture was quenched with aqueous saturated ammonium chloride (20 mL)
  2. extractionextracted with ether (2×30 mL)
  3. dry with materialThe combined organic layers were dried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by silica gel column chromatography
  6. washeluting with 0-10% MeOH in DCM

出典と根拠

ORDレコード
ord-06d6112a0278425d8e55e79f9be1c8b8
出典データセット
uspto-grants-2016_08
特許番号
US09409907B2

反応ノート

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