3-Methoxyphenyl isocyanate → HCID 178491215, compound

HRID 2203281Notes

Reaction equation

HRID 2203281 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:22][N:12]3[C:13](=[O:21])[NH:14][C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=4[C:11]3=[N:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([N:31]=[C:32]=[O:33])[CH:28]=[CH:29][CH:30]=1>>[CH3:23][O:24][C:25]1[CH:26]=[C:27]([NH:31][C:32]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([CH:8]3[CH2:22][N:12]4[C:13](=[O:21])[NH:14][C:15]5[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=5[C:11]4=[N:10][CH2:9]3)=[CH:4][CH:3]=2)=[O:33])[CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 878433-Methoxyphenyl isocyanateHCID 178507413HCID 178507413, compound

Product 1

HCID 178491215HCID 178491215, compoundYield 66%

Procedure

In a manner similar to the procedure described in Example 7, 3-(4-aminophenyl)-2,3,4,7-tetrahydro-6H-pyrimido[1,2-c]quinazolin-6-one (20.2 mg, 0.069 mmol) and 3-methoxyphenyl isocyanate (0.0098 mL, 0.076 mmol) were reacted to give the title compound as a white solid (20.1 mg, 66%). 1H NMR (DMSO-d6) δ: 10.69 (s, 1H), 8.65 (s, 1H), 8.62 (s, 1H), 7.98 (d, J=7.3 Hz, 1H), 7.39-7.47 (m, 3H), 7.13-7.27 (m, 4H), 6.98-7.10 (m, 2H), 6.93 (d, J=7.6 Hz, 1H), 6.55 (dd, J=8.4, 2.2 Hz, 1H), 4.18-4.26 (m, 1H), 3.73 (s, 4H), 3.48-3.62 (m, 2H), 2.90-3.02 (m, 1H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-08480814ba1a47dc80bb08ea6788b6b4
Source dataset
uspto-grants-2016_06
Patent number
US09365575B2

Reaction notes

Loading…