HuagongsheHuagongshe Chemistry Print Report · For research reference only
Reserpine → N-{4-[7-Amino-3-(4-piperidyl)-1H-pyrazolo[4,3-d]pyrimidin-1-yl]-2-methoxyphenyl}-N-phenylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Reserpine | HCID 5770 | — |
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | N2-{4-[7-amino-3-(4-piperidyl)-1H-pyrazolo[4,3-d]pyrimidin-1-yl]-2-methoxyphenyl}-1-methyl-1H-2-indolecarboxamide | HCID 10006025 | — |
| Reactant | HCID 68515091 | HCID 68515091 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-{4-[7-Amino-3-(4-piperidyl)-1H-pyrazolo[4,3-d]pyrimidin-1-yl]-2-methoxyphenyl}-N-phenylurea | HCID 10027176 | — |
Reaction Steps
The title compound was prepared from tert-Butyl 4-[7-amino-1-(4-amino-3-methoxyphenyl)-1H-pyrazolo[4,3-d]pyrimidin-3-yl]-1-piperidinecarboxylate and phenyl isocyanate in the manner described for the preparation of N2-{4-[7-amino-3-(4-piperidyl)-1H-pyrazolo[4,3-d]pyrimidin-1-yl]-2-methoxyphenyl}-1-methyl-1H-2-indolecarboxamide: 1H NMR (DMSO-d6, 400 MHz) δ 9.40 (s, 1H), 8.44 (s, 1H), 8.33 (d, 1H), 8.23 (s, 1H), 7.47 (d, 2H), 7.31 (m, 2H), 7.19 (s, 1H), 7.06 (m, 1H), 7.00 (m, 1H), 6.5 (bs, 2H), 3.95 (s, 3H), 3-3.2 (m, 3H), 2.71 (m, 2H), 1.9-2.0 (m, 4H); RP-HPLC (Hypersil HS C18, 5 μm, 100 A, 250×4.6 mm; 5%-100% acetonitrile-0.05 M ammonium acetate over 25 min, 1 mL/min) tr 13.02 min; MS: MH+ 459.1, M−H+ 457.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829570B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-3fd3bd5d651b4642822291aa75b50e91 |
| Source note | uspto-grants-2010_11 |