2-Fluoroethylamine → HCID 58109320, compound

HRID 2037653Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C@@H:14]([N:16]3[CH2:21][CH2:20][C@@:19]([C:25]4[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=4)([CH2:22][CH2:23]O)[O:18][C:17]3=[O:32])[CH3:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[F:33][CH2:34][CH2:35][NH2:36]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C@@H:14]([N:16]3[CH2:21][CH2:20][C@:19]([CH2:22][CH2:23][NH:36][CH2:35][CH2:34][F:33])([C:25]4[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=4)[O:18][C:17]3=[O:32])[CH3:15])=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 99962-Fluoroethylamine

HCID 53473233HCID 53473233, compound

Product 1

HCID 58109320HCID 58109320, compound

Procedure

The title compound was prepared from (S)-3-((S)-1-(4′-fluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-1,3-oxazinan-2-one following procedures analogous to those described in Example 178 using 2-fluoroethylamine in Step 2. LC-MS Method 2 tR=1.183 min, m/z=505.1; 1H NMR (CDCl3) 1.48 (d, 3H), 1.94-2.32 (m, 5H), 2.40 (m, 1H), 2.67-2.85 (m, 3H), 2.86 (m, 1H), 4.34 (t, 1H), 4.45 (t, 1H), 5.62 (m, 1H), 6.88-7.19 (m, 6H), 7.20 (m, 4H), 7.40 (m, 2H).

Sources & evidence

ORD record: ord-e877f0e5326c45d79238f9204ac37125
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08575156B2

Reaction notes

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