HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxyphenoxyacetic acid → HCID 90241495, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxyphenoxyacetic acid | HCID 74649 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Bis(2-oxo-3-oxazolidinyl)phosphinic chloride | HCID 152842 | — |
| Reactant | 1-amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol | HCID 16790720 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 90241495 | HCID 90241495 | 6.5% |
Reaction Steps
A mixture of compound 2-(4-methoxyphenoxy)acetic acid (100 mg, 0.55 mmol), 1-amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol (113.7 mg, 0.55 mmol), BOP-Cl (177.2 mg, 0.696 mmol) and DIPEA (1 mL) in DCM (10 mL) was stirred at room temperature for 4 h. The solvent was removed by concentration and the crude product was purified by pre-HPLC to give the title compound (13.3 mg, yield 6.5%). 1H NMR (500 MHz, MeOD): δ 7.11-7.06 (m, 3H), 7.02-7.00 (m, 1H), 6.90-6.60 (m, 4H), 4.45 (s, 2H), 4.01-3.98 (m, 1H), 3.73 (s, 3H), 3.66 (s, 1H), 3.41-3.39 (m, 2H), 2.90-2.87 (m, 2H), 2.81-2.76 (m, 2H), 2.55 (d, J=6.0 Hz, 2H) ppm; ESI-MS (m/z): 371.2 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940726B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-4103c42ffe054e03a8f302c7eb936aaa |
| Source note | uspto-grants-2015_01 |