Methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride salt → Methyl 4-[8-(5-bromo-2,4-dichlorobenzyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl]benzoate

HRID 402831Notes

Reaction equation

HRID 402831 reaction equation
Cl.[O:2]=[C:3]1[N:7]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)[CH2:6][C:5]2([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[O:4]1.[Br:23][C:24]1[CH:29]=[C:28]([CH2:30]Br)[C:27]([Cl:32])=[CH:26][C:25]=1[Cl:33]>>[Br:23][C:24]1[C:25]([Cl:33])=[CH:26][C:27]([Cl:32])=[C:28]([CH:29]=1)[CH2:30][N:20]1[CH2:21][CH2:22][C:5]2([O:4][C:3](=[O:2])[N:7]([C:8]3[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=3)[CH2:6]2)[CH2:18][CH2:19]1

Participants

3

Reactant 2

HCID 66764605Methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride saltHCID 667650431-Bromo-5-(bromomethyl)-2,4-dichlorobenzene

Product 1

HCID 66764926Methyl 4-[8-(5-bromo-2,4-dichlorobenzyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl]benzoate

Procedure

The title compound was prepared methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride salt (80 mg, 0.245 mmol; Example 1, Step 2) and 1-bromo-5-(bromomethyl)-2,4-dichlorobenzene (86 mg, 0.269 mmol) following essentially the same procedure described in Step 1 of Example 7-9. The title compound was obtained as an off-white solid (129 mg) and was used without further purification.

Sources & evidence

ORD record
ord-2cc3519752584dda9c402bf8410c223e
Source dataset
uspto-grants-2014_06
Patent number
US08742110B2

Reaction notes

Loading…