2-(4-(Hydroxymethyl)piperidin-1-yl)pyrimidine-5-carboxylate synthesis
- Product Name:2-(4-(Hydroxymethyl)piperidin-1-yl)pyrimidine-5-carboxylate
- CAS Number:1022927-90-7
- Molecular formula:C11H15N3O3
- Molecular Weight:237.26
875318-46-0
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Yield:1022927-90-7 89%
Reaction Conditions:
Stage #1: ethyl 2-(4-(hydroxymethyl)piperidin-1-yl )pyrimidine-5-carboxylatewith sodium hydroxide;lithium hydroxide monohydrate in tetrahydrofuran at 20; for 48 h;
Stage #2: with hydrogenchloride;lithium hydroxide monohydrate in tetrahydrofuran; pH=~ 3;
Steps:
3.2
Stage 2 - Ester hydrolysis; Stage 1 product (5.7Og1 21.51 mmol) was stirred in 1M NaOHaq (2OmL) and THF (2OmL) at RT for 48h. The reaction was then acidified to pH ~ 3 with 2M HCIaq causing a solid to precipitate out. This was collected and dried in vacuo to give the product as a white solid (4.47g, 89%). m/z = 238 [M+H]+.
References:
WO2008/53131,2008,A1 Location in patent:Page/Page column 51; 53
6457-49-4
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