Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 86587017 | HCID 86587017 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 9879961 | HCID 9879961 | — |
Reaction Steps
A mixture of 4-[4-(1-benzyloxy-ethyl)-6-chloro-[1,3,5]triazin-2-yl]-piperazine-1-sulfonic acid dimethylamide (0.73 mmol, 320 mg), (Pd—C 910%, 640 mg), HCl (2 M in ether, 4.4 mmol, 2.2 mL), ammonium formate (15 mmol, 915 mg) and isopropanol (10 mL) was heated at 90° C. for 2 h. The reaction was cooled and filtered, and to the filtrate was added chloroform (20 mL) and aq. saturated sodium bicarbonate (20 mL). The chloroform layer was collected, dried, filtered and the filtrate was evaporated to dryness. The resulting residue was purified by silica gel chromatography (eluent, 96:4 chloroform-methanol) to yield the title compound of this example (59%, 136 mg); mp 124-125° C.; NMR 1.5 (d, 3H), 2.8 (s, 6H), 3.3 (m, 4H), 4.0 (s, 4H0, 7.2 (s, 1H, 8.6 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06894047B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-ce7987b2661c45b0b77ea3f59b472186 |
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| Source note | uspto-grants-2005_05 |
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