m-Tolyl isocyanate → HCID 18788110, compound

HRID 1106916Notes

Reaction equation

HRID 1106916 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]2[CH2:18][CH2:19][NH:20][CH2:21][C:10]1=2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:22][C:23]1[CH:24]=[C:25]([N:29]=[C:30]=[O:31])[CH:26]=[CH:27][CH:28]=1>O1CCOCC1>[C:1]([O:5][C:6]([CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]2[CH2:18][CH2:19][N:20]([C:30](=[O:31])[NH:29][C:25]3[CH:26]=[CH:27][CH:28]=[C:23]([CH3:22])[CH:24]=3)[CH2:21][C:10]1=2)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 18788111HCID 18788111, compound

Product 1

HCID 18788110HCID 18788110, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 9-tert-butyloxycarbonylmethyl-1,2,3,4-tetrahydro-9H-pyrido [3,4-b]indole (3.56 g, 12.0 mmol) and 3-methylphenylisocyanate (1.60 ml, 12.4 mmol) was stirred in dioxan (40 ml) at room temperature for 4 hours. Evaporation of the solvent and chromatography on silica gel with ethyl acetate-hexane (1:3) as eluant gave the product. (3.29 g, 65%).

Workup

  1. customEvaporation of the solvent and chromatography on silica gel with ethyl acetate-hexane (1:3) as eluant
  2. customgave the product

Sources & evidence

ORD record
ord-e42805edac9e41ec8a596550908fd5dd
Source dataset
uspto-grants-2000_05
Patent number
US06057311

Reaction notes

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