3-Amino-2-ethylquinazolin-4(3H)-one → HCID 49872435, compound

HRID 1853401Notes

Reaction equation

HRID 1853401 reaction equation
[NH2:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[CH2:13][CH3:14].[C:15]12([CH2:25][C:26](Cl)=[O:27])[CH2:24][CH:19]3[CH2:20][CH:21]([CH2:23][CH:17]([CH2:18]3)[CH2:16]1)[CH2:22]2>>[C:15]12([CH2:25][C:26]([NH:1][N:2]3[C:11](=[O:12])[C:10]4[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=4)[N:4]=[C:3]3[CH2:13][CH3:14])=[O:27])[CH2:22][CH:21]3[CH2:20][CH:19]([CH2:18][CH:17]([CH2:23]3)[CH2:16]1)[CH2:24]2

Participants

3

Reactant 2

HCID 5772533-Amino-2-ethylquinazolin-4(3H)-oneHCID 27718821-Adamantaneacetyl chloride

Product 1

HCID 49872435HCID 49872435, compound

Procedure

3-Amino-2-ethyl-4(3H)-quinazolinone and 1-adamantaneacetyl chloride were reacted as described in Example 5 to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.23 (t, J=7.3 Hz, 3H), 1.60-1.74 (m, 12H), 1.92-1.99 (m, 3H), 2.08-2.18 (m, 2H), 2.58-2.79 (m, 2H), 7.50-7.56 (m, 1H), 7.67 (d, J=7.8 Hz, 1H), 7.82-7.88 (m, 1H), 8.12 (dd, J=8.1, 1.4 Hz, 1H), 10.82 (s, 1H) ppm; MS (DCI/NH3) m/z 366 (M+H)+; Elemental Analysis: Calculated for C22H27N3O2.0.75H2O: C, 69.72; H, 7.58; N, 11.09. Found: C, 69.85; H, 7.77; N, 10.98.

Sources & evidence

ORD record
ord-535c13cf2c4643ba9acf10b51a8668a6
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

Loading…