Dimethyl Sulfoxide → HCID 68717761、化合物

HRID 2353434ノート

反応式

HRID 2353434 の反応式
C(Cl)(=O)C(Cl)=O.CS(C)=O.[F:11][C:12]([F:29])([F:28])[C:13]1[NH:17][CH:16]2[CH2:18][N:19]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:20][CH:15]2[N:14]=1.C(N(CC)CC)C>ClCCl>[F:29][C:12]([F:11])([F:28])[C:13]1[NH:17][C:16]2[CH2:18][N:19]([C:21]([O:23][C:24]([CH3:25])([CH3:26])[CH3:27])=[O:22])[CH2:20][C:15]=2[N:14]=1

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 86635440HCID 86635440、化合物

生成物 1

HCID 68717761HCID 68717761、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

To oxalyl chloride (0.124 mL, 2.0M in dichloromethane) in dichloromethane (2 mL) at −78° C. was added dimethylsulfoxide (0.035 mL) in dichloromethane (0.2 mL). The mixture was stirred for 10 min and the product from Step D (69 mg) was added as a solution in dichloromethane (2 mL). The reaction mixture was stirred for 30 min at −78° C. and triethylamine (17 mL) was added rapidly. After 30 min, the −78° C. bath was removed and the reaction warmed to ambient temperature over 30 min at which point the reaction was quenched with saturated aqueous sodium bicarbonate solution (5 mL) The phases were separated and the aqueous phase extracted with dichloromethane (3×10 mL). The combined organic phases were dried over anhydrous sodium sulfate, filtered, evaporated in vacuo and used without further purification. LC/MS 278.2 (M+1).

後処理

  1. stirringThe reaction mixture was stirred for 30 min at −78° C.
  2. waitAfter 30 min
  3. customthe −78° C. bath was removed
  4. customwas quenched with saturated aqueous sodium bicarbonate solution (5 mL) The phases
  5. customwere separated
  6. extractionthe aqueous phase extracted with dichloromethane (3×10 mL)
  7. dry with materialThe combined organic phases were dried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customevaporated in vacuo
  10. customused without further purification

出典と根拠

ORDレコード
ord-1d185dbe309b4eda8c384ef452f55a0c
出典データセット
uspto-grants-2010_07
特許番号
US07750034B2

反応ノート

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