Sodium hydride → HCID 76750905, compound

HRID 2046495Notes

Reaction equation

HRID 2046495 reaction equation
NC1N=C(C)C2C(=NO)CC(C3C=CC=CC=3C3C=CC=CC=3)CC=2N=1.[H-].[Na+].[CH3:29][N:30]([CH3:61])[CH2:31][CH2:32][CH2:33][O:34][N:35]=[C:36]1[CH2:45][CH:44]([C:46]2[CH:51]=[C:50](F)[CH:49]=[CH:48][C:47]=2[C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)[CH2:43][C:42]2[N:41]=[C:40]([NH2:59])[N:39]=[C:38]([CH3:60])[C:37]1=2>>[CH3:61][N:30]([CH3:29])[CH2:31][CH2:32][CH2:33][O:34][N:35]=[C:36]1[CH2:45][CH:44]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=2[C:53]2[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=2)[CH2:43][C:42]2[N:41]=[C:40]([NH2:59])[N:39]=[C:38]([CH3:60])[C:37]1=2

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 767508942-amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one oximeHCID 866535552-amino-7-(4-fluoro-biphenyl-2-yl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-dimethylamino-propyl)-oxime2×

Product 1

HCID 76750905HCID 76750905, compound

Procedure

The title compound was prepared from 2-amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one oxime, compound 66, (30 mg, 0.087 mmol), 3-dimethyl-aminopropyl chloride hydrochloride (16 mg, 0.105 μmol) and sodium hydride (60% dispersion in oil) (11 mg, 0.278 mmol), following the same procedure used for 2-amino-7-(4-fluoro-biphenyl-2-yl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-dimethylamino-propyl)-oxime (compound 88).

Sources & evidence

ORD record
ord-2b4d1dc2196242949a6e817e3dec8171
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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