tert-Butyl isocyanate → HCID 14560820, compound

HRID 845330Notes

Reaction equation

HRID 845330 reaction equation
[NH2:1][C:2]([CH3:24])([CH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[NH:17][CH:16]=1)[C:3]([NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4].[C:25]([N:29]=[C:30]=[O:31])([CH3:28])([CH3:27])[CH3:26]>ClCCl>[CH3:26][C:25]([NH:29][C:30]([NH:1][C:2]([CH3:24])([CH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[NH:17][CH:16]=1)[C:3]([NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4])=[O:31])([CH3:28])[CH3:27]

Participants

4

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 14560809(+/-)-alpha-amino-alpha-methyl-N-(2-phenylethyl)-1H-indole-3-propanamide

Product 1

HCID 14560820HCID 14560820, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product of Example 12 (0.25 g, 0.78 mmol) was dissolved in 1.5 ml of dichloromethane and treated with 90 μl (0.78 mmol) of tert-butylisocyanate, and then heated under reflux overnight. The crystalline product, (±)-α-[[[(1,1-dimethylethyl)amino]carbonyl]-amino ]-α-methyl-N-(2-phenylethyl)-1H-indole-3-propanamide, separated and was collected by filtration and dried.

Workup

  1. temperatureheated
  2. temperatureunder reflux overnight
  3. customThe crystalline product, (±)-α-[[[(1,1-dimethylethyl)amino]carbonyl]-amino ]-α-methyl-N-(2-phenylethyl)-1H-indole-3-propanamide, separated
  4. filtrationwas collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-0cb0cb62602f4f3fa2e81a71edb0d8eb
Source dataset
uspto-grants-1988_07
Patent number
US04757151

Reaction notes

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