HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 53839542, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | HCID 10788768 | HCID 10788768 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53839542 | HCID 53839542 | 56% |
Reaction Steps
In the same way as that described in Example 7, Step 1 using 1-[3-(5-(1,2,4-triazol-4-yl)-1H-indol-3-yl)propyl]-4-[2-hydroxy-1-phenylethyl]piperazine (330 mg, 0.77 mmol), triethylamine (214 μL, 1.53 mmol), methanesulphonyl chloride (118 μL, 1.53 mmol) and THF (15 mL). The crude mesylate was then reacted with ammonia (7.7 mL of a 2.0M solution in MeOH, 15.3 mmol) in the same way as that described in Example 7, Step 1. The amine (185 mg, 56%) was isolated as a pale yellow foam. 1H NMR (250 MHz, CDCl3) δ1.88-2.00 (2H, m), 2.38-2.76 (12H, m), 2.79 (2H, t, J=7.5 Hz), 4.11 (1H, dd, J=10.4 and 3.6 Hz), 7.13-7.18 (2H, m), 7.22-7.39 (5H, m), 7.47 (1H, d, J=8.6 Hz), 7.59 (1H, s), 8.34 (1H, br s), 8.46 (2H, s). MS (430, M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05925638 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-a4e35de670af4023abfe9d40633d8b26 |
| Source note | uspto-grants-1999_07 |