Piperazin-2-one → HCID 58109554, compound

HRID 2037657Notes

Reaction equation

HRID 2037657 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.[NH:33]1[CH2:38][CH2:37][NH:36][CH2:35][C:34]1=[O:39]>>[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][N:36]4[CH2:37][CH2:38][NH:33][C:34](=[O:39])[CH2:35]4)[O:18][C:17]3=[O:32])[CH3:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 231360Piperazin-2-oneHCID 53473233HCID 53473233, compound

Product 1

HCID 58109554HCID 58109554, 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 piperazin-2-one in Step 2. LC-MS Method 2 tR=1.213 min, m/z=519.23; 1H NMR (CDCl3) 1.46 (d, 3H), 2.13-2.27 (m, 3H), 2.35 (m, 2H), 2.75 (m, 1H), 2.88 (m, 1H), 3.20-3.39 (m, 3H), 3.51 (s, 2H), 3.66 (s, 2H), 5.54 (m, 1H), 6.94-7.05 (m, 6H), 7.14 (m, 2H), 7.25 (d, 2H), 7.37 (m, 2H), 7.85 (m, 1H).

Sources & evidence

ORD record
ord-4db3357ee4674f6fa98fbe4bb6d49998
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

Loading…