2-Fluoroethylamine → HCID 58109313, compound

HRID 2037601Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]2[CH2:15][CH2:14][C@@:13]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)([CH2:16][CH2:17]O)[O:12][C:11]2=[O:26])[CH3:9])=[CH:4][CH:3]=1.[F:27][CH2:28][CH2:29][NH2:30]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]2[CH2:15][CH2:14][C@:13]([CH2:16][CH2:17][NH:30][CH2:29][CH2:28][F:27])([C:19]3[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=3)[O:12][C:11]2=[O:26])[CH3:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 99962-Fluoroethylamine

HCID 58109626HCID 58109626, compound

Product 1

HCID 58109313HCID 58109313, compound

Procedure

The title compound was prepared from (S)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-1,3-oxazinan-2-one and 2-fluoroethylamine following procedures analogous to those described in Example 178. LC-MS Method 2 tR=1.1 min, m/z=489; 1H NMR (CDCl3) 1.50 (d, 3H), 1.97-2.38 (m, 7H), 2.41-2.56 (m, 1H), 2.79-2.98 (m, 3H), 4.45 (m, 1H), 4.54 (m, 1H), 5.61 (m, 1H), 6.80 (d, 2H), 7.03-7.14 (t, 2H), 7.21-7.31 (m, 6H).

Sources & evidence

ORD record: ord-089010c51d284e6aa1b1c11dc5289072
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08575156B2

Reaction notes

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