HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Methoxy-1,3-dimethyl-1H-pyrazole-4-carbaldehyde → N-(2-Aminophenyl)-4-{1-[(5-methoxy-1,3-dimethyl-1H-pyrazol-4-yl)methyl]piperidin-4-yl}benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Methoxy-1,3-dimethyl-1H-pyrazole-4-carbaldehyde | HCID 2764304 | — |
| Reactant | Tert-butyl 2-[(4-piperidin-4-ylbenzoyl)amino]phenylcarbamate | HCID 59830875 | — |
| Product | N-(2-Aminophenyl)-4-{1-[(5-methoxy-1,3-dimethyl-1H-pyrazol-4-yl)methyl]piperidin-4-yl}benzamide | HCID 16049851 | 36% |
Reaction Steps
Using an analogous procedure to that described in Example 3, tert-butyl 2-[(4-piperidin-4-ylbenzoyl)amino]phenylcarbamate (prepared as described in Method 1 below; 200 mg, 0.51 mmol) was reacted with 5-methoxy-1,3-dimethyl-1H-pyrazole-4-carbaldehyde (92.6 mg, 0.60 mmol) to give the title compound (68 mg, 36%); NMR Spectrum: (DMSO d6) δ 1.63 (m, 2H), 1.78 (m, 2H), 2.00 (m, 2H), 2.06 (s, 3H), 2.57 (m, 1H), 2.94 (m, 2H), 3.25 (s, 2H), 3.50 (s, 3H), 3.99 (s, 3H), 4.86 (br s, 2H), 6.60 (m, 1H), 6.78 (d, 1H), 6.97 (m, 1H), 7.17 (d, 1H), 7.37 (d, 2H), 7.91 (d, 2H), 9.55 (s, 1H); Mass Spectrum: M+H+434.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207202B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-377120f0c10946299f7d50a0a7c8220a |
| Source note | uspto-grants-2012_06 |