HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(3-Aminopropyl)morpholine → HCID 86637083, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(3-Aminopropyl)morpholine | HCID 61055 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 2-(4-Adamantan-1-yl-phenoxymethyl)-benzoxazole-5-carboxylic acid | HCID 24966534 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Adamantan-1-yl-phenoxymethyl)-benzoxazole-5-carboxylic acid | HCID 24966534 | — |
| Product | HCID 86637083 | HCID 86637083 | 46.2% |
Reaction Steps
To solution of 2-(4-adamantan-1-yl-phenoxymethyl)-benzoxazole-5-carboxylic acid (73.9 mg, 0.18 mmol) and 3-morpholine-4-yl-propylamine (0.053 ml, 0.37 mmol) in DMF 4.0 mL was added HATU (54.8 mg, 0.37 mmol) and DIPEA (0.064 ml, 0.37 mmol). After stirring at room temperature, the mixture was partitioned between ethyl acetate and brine. The organic phase was dried (MgSO4 anh), and concentrated. The residue was purified by silica gel column chromatography (CH2Cl2:MeOH=10:1) to give 2-(4-adamantan-1-yl-phenoxymethyl)-benzoxazole-5-carboxylic acid (3-morpholine-4-yl-propylamide as a white foam (11.9 mg, 13% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-686c0f7ed75246549cec1a2dd6f172e2 |
| Source note | uspto-grants-2013_03 |