Water → HCID 22381724, 화합물

HRID 895774노트

반응식

HRID 895774 반응식
[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]

참가 물질

7

반응물 4

HCID 962WaterHCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 22381732HCID 22381732, 화합물

생성물 1

HCID 22381724HCID 22381724, 화합물수율 57%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-78b0581c689e4cc9b76722f0e2e2f17a
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06916922B2

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