m-Tolyl isocyanate → HCID 54369884, compound

HRID 373114Notes

Reaction equation

HRID 373114 reaction equation
[CH2:1]([N:6]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:7]([C@@H:9]1[NH:21][CH2:20][C:12]2[NH:13][C:14]3[C:19]([C:11]=2[CH2:10]1)=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5].[C:27]1([CH3:36])[CH:32]=[CH:31][CH:30]=[C:29]([N:33]=[C:34]=[O:35])[CH:28]=1>O1CCCC1>[CH2:22]([N:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[C:7]([C@@H:9]1[N:21]([C:34](=[O:35])[NH:33][C:29]2[CH:30]=[CH:31][CH:32]=[C:27]([CH3:36])[CH:28]=2)[CH2:20][C:12]2[NH:13][C:14]3[C:19]([C:11]=2[CH2:10]1)=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:8])[CH2:23][CH2:24][CH2:25][CH3:26]

Participants

4

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 53911184HCID 53911184, compound

Product 1

HCID 54369884HCID 54369884, compoundYield 75.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.114 g (3R)-3-(N,N-dipentylcarbamoyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole is dissolved in 2 ml tetrahydrofuran and 42.7 mg of m-tolylisocyanate is added. The solution is stirred at room temperature for 1 hour, evaporated, and the residue triturated with hexane to give 0.119 g (3R)-3-(N,N-dipentylcarbamoyl)-2-(3-methylphenylcarbamoyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole, m.p. 154°-155° C.

Workup

  1. customevaporated
  2. customthe residue triturated with hexane

Sources & evidence

ORD record
ord-0862b771f06f4ca09c17df4045688637
Source dataset
uspto-grants-1992_11
Patent number
US05162336

Reaction notes

Loading…