Pyrrolidine → HCID 58109319, compound

HRID 2037602Notes

Reaction equation

HRID 2037602 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.[NH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]([N:10]2[CH2:15][CH2:14][C@@:13]([C:19]3[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=3)([CH2:16][CH2:17][N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)[O:12][C:11]2=[O:26])[CH3:9])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 58109626HCID 58109626, compound

Product 1

HCID 58109319HCID 58109319, 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 pyrrolidine following procedures analogous to those described in Example 178. LC-MS Method 2 tR=1.167 min, m/z=475.1; 1H NMR (CDCl3) 1.48 (d, 3H), 2.00 (m, 2H), 2.13 (m, 2H), 2.22 (m, 1H), 2.32 (m, 1H), 2.43 (m, 1H), 2.58 (m, 1H), 2.76 (m, 2H), 2.88 (m, 1H), 3.18 (m, 1H), 3.61 (m, 1H), 3.75 (m, 1H), 4.41 (s, 2H), 5.52 (m, 1H), 6.80 (d, 2H), 7.02 (t, 2H), 7.13 (m, 2H), 7.24 (m, 2H).

Sources & evidence

ORD record
ord-7ad191f7563f42b788c4f804c81cf96f
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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