Triethylamine → HCID 86645877、化合物

HRID 2386794ノート

反応式

HRID 2386794 の反応式
[Cl:1][C:2]1[N:11]=[C:10](Cl)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Cl:13][C:14]1[CH:19]=[C:18]([OH:20])[CH:17]=[CH:16][C:15]=1[CH:21]([CH3:40])[C:22]([C:28]1[CH:39]=[CH:38][C:31]2[N:32]([CH3:37])[C:33](=[O:36])[N:34]([CH3:35])[C:30]=2[CH:29]=1)([OH:27])[C:23]([F:26])([F:25])[F:24].C(N(CC)CC)C.C1N2CCN(CC2)C1>CN(C=O)C.O>[CH3:7][O:6][C:4](=[O:5])[C:3]1[CH:8]=[CH:9][C:10]([O:20][C:18]2[CH:17]=[CH:16][C:15]([CH:21]([CH3:40])[C:22]([C:28]3[CH:39]=[CH:38][C:31]4[N:32]([CH3:37])[C:33](=[O:36])[N:34]([CH3:35])[C:30]=4[CH:29]=3)([OH:27])[C:23]([F:24])([F:25])[F:26])=[C:14]([Cl:13])[CH:19]=2)=[N:11][C:2]=1[Cl:1]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 9237DabcoHCID 11106516Methyl 2,6-dichloropyridine-3-carboxylateHCID 59507321HCID 59507321、化合物

生成物 1

HCID 86645877HCID 86645877、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of methyl 2,6-dichloronicotinate (CAS Reg. No. 65515-28-8, 20 mg) in DMF (0.5 ml) was added 5-[2-(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1,3-dimethyl-1,3-dihydro-benzoimidazol-2-one (Example 85, 40 mg), followed by triethyl amine (0.02 ml). The mixture was stirred for 10 min, then DABCO (2 mg) was added. The mixture was stirred at room temperature over night. Water was added to the mixture and extracted with EtOAc. The combined organic layers were dried over Na2SO4 and concentrated to an oil. The residue was purified by flash chromatography (SiO2, 1:2 EtOAc/heptane) to give the title compound (55 mg) as white foam. MS (m/e)=585.9 [M+H+].

後処理

  1. stirringThe mixture was stirred at room temperature over night
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. concentrationconcentrated to an oil
  5. customThe residue was purified by flash chromatography (SiO2, 1:2 EtOAc/heptane)

出典と根拠

ORDレコード
ord-3855bde63221451291e92021d8e65855
出典データセット
uspto-grants-2012_09
特許番号
US08268820B2

反応ノート

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