Chloromethyl isopropyl carbonate → HCID 90043629, compound

HRID 524688Notes

Reaction equation

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

Participants

Reactant 2

HCID 14787051Chloromethyl isopropyl carbonate

HCID 73295969((6-(2,4-Dichlorophenyl)-5-(ethoxycarbonyl)-2-(thiazol-2-yl)-3,6-dihydropyrimidin-4-yl)methyl)morpholine-3-carboxylic acid

Product 1

HCID 90043629HCID 90043629, compoundYield 47%

Procedure

4-((6-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-2-(thiazol-2-yl)-3,6-dihydropyrimidin-4-yl)methyl)morpholine-3-carboxylic acid (0.22 g, 0.4 mmol) was reacted with chloromethyl isopropyl carbonate (0.25 g, 1.64 mmol) according to the procedure as described in Example 79 to give the title compound as yellow oil (0.12 g, 47%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record: ord-b7cabf4a04fd446eb95fbf221abcaba3
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340538B2

Reaction notes

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