2-Propylphenyl isocyanate → HCID 22048065, compound

HRID 1830529Notes

Reaction equation

HRID 1830529 reaction equation
[C:1]1([CH:7]([NH:9][CH:10]2[C:14]3=[N:15][C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=4[C:22](=[O:23])[N:13]3[CH2:12][CH2:11]2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:24]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[N:33]=[C:34]=[O:35])[CH2:25][CH3:26]>C(Cl)Cl>[O:23]=[C:22]1[C:21]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N:15]=[C:14]2[CH:10]([N:9]([CH:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH3:8])[C:34]([NH:33][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[CH2:24][CH2:25][CH3:26])=[O:35])[CH2:11][CH2:12][N:13]12

Participants

4

Reactant 2

HCID 27333902-Propylphenyl isocyanateHCID 22048041HCID 22048041, compound

Product 1

HCID 22048065HCID 22048065, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-(1-phenyl-ethylamino)-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one (50 mg, 0.163 mmol) in dry CH2Cl2 (1 mL), was added 2-n-propylphenyl isocyanate (26.3 mg, 0.163 mmol). The resulting reaction mixture was stirred at rt under nitrogen for 20 h. The reaction mixture was then concentrated under reduced pressure and the residue was purified by FC (AcOEt/heptane: 7/3) to give the title compound as a white foam (45%). LC-MS (MeCN/H2O: 1/1): Rt=3.00 min. m/z=467 (M+1).

Workup

  1. customThe resulting reaction mixture
  2. concentrationThe reaction mixture was then concentrated under reduced pressure
  3. customthe residue was purified by FC (AcOEt/heptane: 7/3)

Sources & evidence

ORD record
ord-5893bdab6fdb49afa593cf23c885a95c
Source dataset
uspto-grants-2006_06
Patent number
US07067519B2

Reaction notes

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