1-Adamantaneacetyl chloride → HCID 49872728, compound

HRID 1853417Notes

Reaction equation

HRID 1853417 reaction equation
[NH2:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Br:13])[CH:9]=2)[N:4]=[CH:3]1.[C:14]12([CH2:24][C:25](Cl)=[O:26])[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][CH:16]([CH2:17]3)[CH2:15]1)[CH2:21]2>>[C:14]12([CH2:24][C:25]([NH:1][N:2]3[C:11](=[O:12])[C:10]4[C:5](=[CH:6][CH:7]=[C:8]([Br:13])[CH:9]=4)[N:4]=[CH:3]3)=[O:26])[CH2:21][CH:20]3[CH2:19][CH:18]([CH2:17][CH:16]([CH2:22]3)[CH2:15]1)[CH2:23]2

Participants

3

Reactant 2

HCID 27718821-Adamantaneacetyl chlorideHCID 88932323-amino-6-bromoquinazolin-4(3H)-one

Product 1

HCID 49872728HCID 49872728, compound

Procedure

3-Amino-6-bromo-quinazolin-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 11.60-1.70 (m, 12H), 1.93-1.98 (m, 3H), 2.10 (s, 2H), 7.71 (d, J=8.7 Hz, 1H), 8.05 (dd, J=8.7, 2.4 Hz, 1H), 8.27 (s, 1H), 8.29 (d, J=2.4 Hz, 1H), 11.21 (s, 1H); MS (DCI/NH3) m/z 416 (M+H)+; Elemental Analysis: Calculated for C20H22BrN3O2: C, 57.70; H, 5.33; N, 10.09. Found: C, 57.63; H, 5.28; N, 10.06.

Sources & evidence

ORD record
ord-9e8285ceec8c4854ab425719e4dd4b7a
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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