Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-amine | HCID 15338705 | — |
| Reactant | HCID 68630033 | HCID 68630033 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44133613 | HCID 44133613 | — |
Reaction Steps
The title compound was prepared from Intermediate 2 (100 mg, 0.384 mmol) and 3-{2-isopropoxy-3-[(methylsulfonyl)amino]phenyl}propanoic acid (116 mg, 0.384 mmol) in presence of EDCI.HCl (111 mg, 0.576 mmol), HOBt (59 mg, 0.384 mmol) and triethylamine (134 μl, 0.961 mmol) in dichloromethane (5 ml) as described in Example 1 to give 122 mg of the product as a white solid; IR (KBr) 3331, 2950, 1645, 1473, 1140, 984 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.35 (d, J=4.8 Hz, 6H), 1.65-1.72 (m, 2H), 1.89-1.95 (m, 1H), 2.10-2.18 (m, 3H), 2.31-2.38 (m, 2H), 2.59 (t, J=7.5 Hz, 2H), 3.00 (s, 5H), 4.22-4.28 (m, 1H), 5.21 (q, J=6.3 Hz, 1H), 5.60 (d, J=8.7 Hz, 1H), 6.71 (d, J=9.0 Hz, 1H), 6.86 (s, 1H), 6.95 (d, J=9.3 Hz, 2H), 7.01-7.08 (m, 2H), 7.37 (d, J=7.2 Hz, 1H); ESI-MS (m/z) 507.39 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08487121B2 |
|---|
| Source dataset | uspto-grants-2013_07 |
|---|
| ORD ID | ord-bf6c1586aca84488b11a0b8f099987a0 |
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| Source note | uspto-grants-2013_07 |
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