3-amino-7-chloro-2-methylquinazolin-4(3H)-one → HCID 49872727, compound

HRID 1853416Notes

Reaction equation

HRID 1853416 reaction equation
[NH2:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][C:7]([Cl:13])=[CH:8][CH:9]=2)[N:4]=[C:3]1[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][C:7]([Cl:13])=[CH:8][CH:9]=4)[N:4]=[C:3]3[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 21175303-amino-7-chloro-2-methylquinazolin-4(3H)-oneHCID 27718821-Adamantaneacetyl chloride

Product 1

HCID 49872727HCID 49872727, compound

Procedure

3-Amino-7-chloro-2-methylquinazolin-4(3H)-one and 1-adamantaneacetyl chloride were reacted as described in Example 5 to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.59-1.74 (m, 12H), 1.93-1.98 (m, 3H), 2.08-2.18 (m, 2H), 2.40 (s, 3H), 7.57 (dd, J=8.5, 2.0 Hz, 1H), 7.72 (d, J=1.7 Hz, 1H), 8.11 (d, J=8.8 Hz, 1H), 10.90 (s, 1H); MS (DCI/NH3) m/z 386 (M+H)+; Elemental Analysis: Calculated for C21H24ClN3O2.H2O: C, 62.45; H, 6.49; N, 10.40. Found: C, 62.63; H, 6.27; N, 10.36.

Sources & evidence

ORD record
ord-5bcca67491e5417eb0277cac40700577
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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