Pyridine → HCID 69217510, compound

HRID 1394256Notes

Reaction equation

HRID 1394256 reaction equation
[C:1]1([O:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.[F:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][CH:22]=[C:21]2[CH2:27][CH2:28][NH2:29]>C(Cl)Cl>[C:1]1([O:7][C:8](=[O:9])[NH:29][CH2:28][CH2:27][C:21]2[C:20]3[C:24](=[CH:25][CH:26]=[C:18]([F:17])[CH:19]=3)[NH:23][CH:22]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 1646825-Fluorotryptamine

Product 1

HCID 69217510HCID 69217510, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Chloroformic acid phenyl ester (310 μl, 2.45 mmole) and pyridine (415 μl, 5.13 mmole) were added to a solution of 2-(5-fluoro-1H-indol-3-yl)-ethylamine (0.5 g, 2.33 mmole) in abs. DCM (10 ml). Stirring was then performed for 24 h at RT. Working up was performed by extracting the batch with water (2×20 ml), with 1M HCl (2×20 ml) and with 1M NaOH (2×20 ml). The organic phase was dried with Na2SO4 and evaporated. [2-(5-Fluoro-1H-indol-3-yl)-ethyl]-carbamic acid phenyl ester was obtained as a colorless solid in a yield of 0.69 g (100%).

Workup

  1. extractionby extracting the batch with water (2×20 ml)
  2. dry with materialThe organic phase was dried with Na2SO4
  3. customevaporated

Sources & evidence

ORD record
ord-ea06b207af2f45efb09aee26973a20e6
Source dataset
uspto-grants-2008_03
Patent number
US07348354B2

Reaction notes

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