Methyl 4-(bromomethyl)benzoate → HCID 22923420, compound

HRID 55017Notes

Reaction equation

HRID 55017 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[N:15]1[CH2:20][CH2:19][CH:18]([N:21]2[C:30](=[O:31])[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[CH:28]=3)[NH:23][C:22]2=[O:35])[CH2:17][CH2:16]1.[CH3:36][O:37][C:38]([C:40]1[CH:47]=[CH:46][C:43]([CH2:44]Br)=[CH:42][CH:41]=1)=[O:39]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[N:15]1[CH2:20][CH2:19][CH:18]([N:21]2[C:30](=[O:31])[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[CH:28]=3)[N:23]([CH2:44][C:43]3[CH:42]=[CH:41][C:40]([C:38]([O:37][CH3:36])=[O:39])=[CH:47][CH:46]=3)[C:22]2=[O:35])[CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 256687Methyl 4-(bromomethyl)benzoateHCID 229233993-[1-(6,7-Dimethoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-6-nitro-2,4-dioxoquinazoline

Product 1

HCID 22923420HCID 22923420, compoundYield 26%

Procedure

The procedure similar to that described in Example 1 was repeated, except that 300 mg (0.63 mmol) of Compound 24 was used and 4-methoxycarbonylbenzyl bromide was used in place of methyl iodide. As a result, 101.2 mg (yield: 26%) of Compound 13 was obtained as pale yellow crystals.

Sources & evidence

ORD record
ord-379111ee0faa43aaaa95c4024d9d4ba4
Source dataset
uspto-grants-1997_04
Patent number
US05624926

Reaction notes

Loading…