m-Chloroperbenzoic acid → HCID 66711876、化合物

HRID 1262271ノート

反応式

HRID 1262271 の反応式
[CH3:1][S:2][C:3]1[N:8]=[CH:7][C:6]2=[CH:9][CH:10]=[C:11]([C:12]3[CH:13]=[C:14]([CH2:18][CH2:19][C:20]#[N:21])[CH:15]=[CH:16][CH:17]=3)[N:5]2[N:4]=1.ClC1C=CC=C(C(OO)=[O:30])C=1>C(Cl)Cl>[CH3:1][S:2]([C:3]1[N:8]=[CH:7][C:6]2=[CH:9][CH:10]=[C:11]([C:12]3[CH:13]=[C:14]([CH2:18][CH2:19][C:20]#[N:21])[CH:15]=[CH:16][CH:17]=3)[N:5]2[N:4]=1)=[O:30]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 667119783-[3-(2-Methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-propionitrile

生成物 1

HCID 66711876HCID 66711876、化合物収率 98%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1148b Into a round bottom flask, 3-[3-(2-Methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-propionitrile and Methylene chloride (50 mL) were added. m-Chloroperbenzoic acid (0.366 g, 0.00212 mol) was added portion wise over 20 minutes. The reaction was stirred at room temperature for one hour. The reaction was partitioned with DCM (200 mL) and saturated NaHCO3 (200 mL). The organic was separated, washed with Brine and dried over Na2SO4. The solid was filtered and washed with DCM. The solvent was removed under vacuum to give a yellow solid. The reaction mixture was purified via ISCO column chromatography with DCM and methanol as eluant (0 to 10% methanol). The collected fractions afforded 3-[3-(2-Methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-propionitrile as a yellow solid (540 mg, 98%).

後処理

  1. customThe reaction was partitioned with DCM (200 mL) and saturated NaHCO3 (200 mL)
  2. customThe organic was separated
  3. washwashed with Brine
  4. dry with materialdried over Na2SO4
  5. filtrationThe solid was filtered
  6. washwashed with DCM
  7. customThe solvent was removed under vacuum
  8. customto give a yellow solid
  9. customThe reaction mixture was purified via ISCO column chromatography with DCM and methanol as eluant (0 to 10% methanol)

出典と根拠

ORDレコード
ord-be8fb4f14d0b43dc94504047c0867b15
出典データセット
uspto-grants-2013_06
特許番号
US08471005B2

反応ノート

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