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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429435Generated: October 31, 2026

4-Methoxyphenoxyacetic acid → HCID 90241495, compound

https://huagongshe.com/reaction/1429435

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxyphenoxyacetic acidHCID 74649—
ReactantDiisopropylethylamineHCID 81531—
ReactantBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Reactant1-amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-olHCID 16790720—
SolventDichloromethaneHCID 6344—
ProductHCID 90241495HCID 902414956.5%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940726B2
Source datasetuspto-grants-2015_01
ORD IDord-4103c42ffe054e03a8f302c7eb936aaa
Source noteuspto-grants-2015_01