3-Amino-2-ethylquinazolin-4(3H)-one → HCID 68754311, compound

HRID 1912511Notes

Reaction equation

HRID 1912511 reaction equation
[CH3:1][C:2]1([CH3:13])[C@H:7]2[CH2:8][C@@H:3]1[CH2:4][CH2:5][C@H:6]2[CH2:9][C:10](Cl)=[O:11].[NH2:14][N:15]1[C:24](=[O:25])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=[C:16]1[CH2:26][CH3:27]>>[CH3:1][C:2]1([CH3:13])[C@H:7]2[CH2:8][C@@H:3]1[CH2:4][CH2:5][C@H:6]2[CH2:9][C:10]([NH:14][N:15]1[C:24](=[O:25])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=[C:16]1[CH2:26][CH3:27])=[O:11]

Participants

3

Reactant 2

HCID 5772533-Amino-2-ethylquinazolin-4(3H)-oneHCID 86665150HCID 86665150, compound

Product 1

HCID 68754311HCID 68754311, compound

Procedure

The product from Example 1C and 3-amino-2-ethylquinazolin-4(3H)-one (Aldrich) were processed using method analogous to that described in Example 1D to afford the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 1.00 (d, J=9.5 Hz, 1H) 1.09 (s, 3H) 1.24 (d, 3H) 1.34 (t, J=7.3 Hz, 3H) 1.55-1.68 (m, 2H) 1.85-2.03 (m, 4H) 2.08-2.26 (m, 1H) 2.32-2.45 (m, 1H) 2.51-2.70 (m, 2H) 2.70-2.86 (m, 2H) 7.44 (t, J=7.3 Hz, 1H) 7.66-7.72 (m, 1H) 7.76 (t, J=7.1 Hz, 1H) 8.21 (d, J=7.9 Hz, 1H); MS (ESI+) m/z 354 (M+H)+.

Sources & evidence

ORD record
ord-4accd61c2c51472d9ea657395f1d2b54
Source dataset
uspto-grants-2013_12
Patent number
US08609674B2

Reaction notes

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