Discovery of (4-(Trifluoromethoxy)phenyl)methanamine

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, A new synthetic method of this compound is introduced below., Safety of (4-(Trifluoromethoxy)phenyl)methanamine

A mixture of. (S) -7-hydroxy-5,6, 7, 8-tetrahydro-naphthalen-1-yl)-carbamic acid phenyl ester (85.0 mg, 0.30 mmol) and 4-trifluoromethoxy-benzylamine (57.4 mg,. 0.30 mmol) in DMSO (1.0 ml) was stirred at 150 &degC for 1.5 hours. The reaction mixture was cooled to room temperature, and ethylacetate and water were added. The extracted organic layer was washed with water then brine, dried over Na2S04, filtered and concentrated under reduced pressure. The obtained residue was triturated with dichloromethane and hexane to obtain N-{(S)-7-hydroxy-5, 6,7, 8-tetrahydro- naphthalen-l-yl}-N’- (4-trifluoromethoxy-benzyl)-urea (95.0 mg, 83 % yield). 1H NMR (DMSO-d6) 5 1. 54-1. 65 (m, 1H), 1.81-1. 92 (m, 1H), 2.25-2. 38 (m, 1H), 2.68-2. 88 (m, 3H), 3. 86-3. 98 (m, 1H), 4.32 (d, J= 6.0 Hz, 2H), 4.85 (d, J= 4.1 Hz, 1H), 6.72 (d, J= 7. 5 Hz, 1H), 6.98 (t, J= 7.5 Hz, 1H), 7.06 (t, J= 6.0 Hz, 1H), 7.34 (d, J= 8.3 Hz, 2H), 7.43 (d, J= 8.3 Hz, 2H), 7.63 (d, J= 7.5 Hz, 1H), 7.5 (s, 1H). Molecular weight : 380. 36 MS (M+H) : 381 In vitro activity class: A Chiral HPLC (ChiralCel AD 0.49 cm x 25 cm column, n-hexane/ethanol-= 90/10, flow rate 1.5 mL/min) S-isomer was detected at 13.2 minutes.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; WO2003/95420; (2003); A1;,
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