Phenyl isocyanate → HCID 59323206, compound

HRID 2390075Notes

Reaction equation

HRID 2390075 reaction equation
[CH2:1]([CH:8]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][N:9]1[CH2:18][CH2:19][NH2:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]1([N:27]=[C:28]=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)Cl>[CH2:1]([CH:8]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][N:9]1[CH2:18][CH2:19][NH:20][C:28]([NH:27][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:29])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 59323222HCID 59323222, compound

Product 1

HCID 59323206HCID 59323206, compoundYield 74.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 30 mg of 2-[3-benzyl-3,4-dihydroisoquinolin-2(1H)-yl]ethanamine obtained in Example 1-f) in 1 mL of methylene chloride was added 13.8 mg of phenyl isocyanate at room temperature, followed by stirring at room temperature for 1 hour. After completion of the reaction, the reaction liquid was concentrated under reduced pressure. The residue obtained was purified using PLC (chloroform:methanol=10:1) to obtain 32.2 mg (yield 60%) of a title compound as a pale yellow oily substance.

Workup

  1. customAfter completion of the reaction
  2. customthe reaction liquid
  3. concentrationwas concentrated under reduced pressure
  4. customThe residue obtained
  5. customwas purified

Sources & evidence

ORD record
ord-016606958735412994475d545b5a7c9b
Source dataset
uspto-grants-2012_09
Patent number
US08273766B2

Reaction notes

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