Water → HCID 22381724、化合物

HRID 895774ノート

反応式

HRID 895774 の反応式
[CH2:1]1[C:12]2[C:11]3[CH:10]=[CH:9][CH:8]=[C:7]([CH2:13][NH2:14])[C:6]=3[NH:5][C:4]=2[CH2:3][CH2:2]1.N1C=CC=CC=1.[Cl:21][CH2:22][C:23](Cl)=[O:24].O>C(Cl)Cl.C(Cl)(Cl)Cl>[Cl:21][CH2:22][C:23]([NH:14][CH2:13][C:7]1[C:6]2[NH:5][C:4]3[CH2:3][CH2:2][CH2:1][C:12]=3[C:11]=2[CH:10]=[CH:9][CH:8]=1)=[O:24]

参加物

7

反応物 4

HCID 962WaterHCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 22381732HCID 22381732、化合物

生成物 1

HCID 22381724HCID 22381724、化合物収率 57%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 1,2,3,4-tetrahydrocyclopenta[b]indol-5-ylmethylamine (100 mg, 0.538 mmol) and pyridine (0.1 mL, 1.23 mmol) in CH2Cl2 (2 mL) was cooled to 0-5° C. in an ice-bath under Ar before chloroacetyl chloride (62 μL, 0.59 mmol) was added. After 1 h, the ice-bath was removed to allow the reaction to warm to rt. After an additional 12 h, H2O (3 mL) and CHCl3 (3 mL) were added. The two layers were separated. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. Purification on SiO2, eluted with (40:1) CHCl3:CH3OH gave 80 mg (57%) of the title compound as a yellow solid.

後処理

  1. additionwas added
  2. customthe ice-bath was removed
  3. customthe reaction
  4. waitAfter an additional 12 h
  5. customThe two layers were separated
  6. dry with materialThe organic layer was dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customPurification on SiO2
  10. washeluted with (40:1) CHCl3

出典と根拠

ORDレコード
ord-78b0581c689e4cc9b76722f0e2e2f17a
出典データセット
uspto-grants-2005_07
特許番号
US06916922B2

反応ノート

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