Potassium cyanate → HCID 67495309, compound

HRID 1022504Notes

Reaction equation

HRID 1022504 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)[C:8](=[O:19])[N:7]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=1)[C:6]2=[O:31].[O-:32][C:33]#[N:34].[K+]>C(O)(=O)C>[CH3:30][O:29][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][C:24]=1[O:27][CH3:28])[CH2:20][N:7]1[C:6](=[O:31])[C:5]2[C:10](=[CH:11][CH:12]=[C:3]([CH2:2][NH:1][C:33]([NH2:34])=[O:32])[CH:4]=2)[N:9]([CH:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:8]1=[O:19]

Participants

4

Reactant 2

HCID 11378442Potassium cyanateHCID 667329246-(aminomethyl)-3-(3,4-dimethoxybenzyl)-1-(tetrahydro-2H-pyran-4-yl)quinazoline-2,4(1H,3H)-dione

Product 1

HCID 67495309HCID 67495309, compoundYield 54.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 0.1 g of 6-(aminomethyl)-3-(3,4-dimethoxybenzyl)-1-(tetrahydro-2H-pyran-4-yl)quinazoline-2,4(1H,3H)-dione and 0.025 g of potassium cyanate in 2 ml of acetic acid is irradiated in a microwave field for 4 minutes at 120° C. The resulting mixture is evaporated under reduced pressure. The residue is chromatographed on silica gel, eluting with a DCM/MeOH mixture from (100/0, v/v) to (93/7, v/v) to give 0.06 g of the expected product.

Workup

  1. customis irradiated in a microwave field for 4 minutes at 120° C
  2. customThe resulting mixture is evaporated under reduced pressure
  3. customThe residue is chromatographed on silica gel
  4. washeluting with a DCM/MeOH mixture from (100/0

Sources & evidence

ORD record
ord-df168d02b9504546b0a51563cba054a5
Source dataset
uspto-grants-2014_05
Patent number
US08722659B2

Reaction notes

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