Triethylamine → N-(3-(6-chloro-4-iodopyridin-2-ylamino)cyclohexyl)cyclopropanesulfonamide

HRID 2089055

反応式

HRID 2089055 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH:11]([NH2:15])[CH2:10]2)[CH:5]=[C:4]([I:16])[CH:3]=1.C(N(CC)CC)C.[CH:24]1([S:27](Cl)(=[O:29])=[O:28])[CH2:26][CH2:25]1>CN(C=O)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][S:27]([CH:24]3[CH2:26][CH2:25]3)(=[O:29])=[O:28])[CH2:10]2)[CH:5]=[C:4]([I:16])[CH:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 2760919Cyclopropanesulfonyl chlorideHCID 86649873N1-(6-chloro-4-iodopyridin-2-yl)cyclohexane-1,3-diamine

生成物 1

HCID 87191790N-(3-(6-chloro-4-iodopyridin-2-ylamino)cyclohexyl)cyclopropanesulfonamide収率 22.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of Example 260a (0.320 g, 0.910 mmol) in DMF (6 mL) were added triethylamine (0.165 mL, 1.183 mmol) and cyclopropanesulfonyl chloride (0.102 mL, 1.001 mmol). The reaction mixture was stirred at room temperature overnight, quenched with brine and NaHCO3 and extracted with EtOAc. The organic layer was dried over MgSO4, filtered, concentrated, and purified on a 40 g column using the ISCO Companion flash system eluting with hexane/EtOAc (7:3 to 1:1) to give 0.092 g of the title compound.

後処理

  1. customquenched with brine and NaHCO3
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified on a 40 g column
  7. washeluting with hexane/EtOAc (7:3 to 1:1)

出典と根拠

ORDレコード
ord-1812198d119c44dfbd88a853247dc70f
出典データセット
uspto-grants-2013_05
特許番号
US08435980B2

関連ノート

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