1-Methoxy-2,2,6,6-tetramethylpiperidin-4-one → HCID 178502607, compound

HRID 1054295Notes

Reaction equation

HRID 1054295 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[NH:12][CH:13]=[C:14]([C:16]#[N:17])[N:15]=2)=[O:10])=[C:4]([C:18]2[CH2:23][CH2:22][C:21]([CH3:25])([CH3:24])[CH2:20][CH:19]=2)[CH:3]=1.[CH3:26][O:27][N:28]1[C:33]([CH3:35])([CH3:34])[CH2:32][C:31](=[O:36])[CH2:30][C:29]1([CH3:38])[CH3:37]>>[CH3:24][C:21]1([CH3:25])[CH2:22][CH2:23][C:18]([C:4]2[CH:3]=[C:2]([C:31]3([OH:36])[CH2:32][C:33]([CH3:34])([CH3:35])[N:28]([O:27][CH3:26])[C:29]([CH3:38])([CH3:37])[CH2:30]3)[CH:7]=[CH:6][C:5]=2[NH:8][C:9]([C:11]2[NH:12][CH:13]=[C:14]([C:16]#[N:17])[N:15]=2)=[O:10])=[CH:19][CH2:20]1

Participants

3

Reactant 2

HCID 109761931-Methoxy-2,2,6,6-tetramethylpiperidin-4-oneHCID 1784244434-Cyano-1H-imidazole-2-carboxylic acid [4-bromo-2-(4,4-dimethyl-cyclohex-1-enyl)-phenyl]-amide

Product 1

HCID 178502607HCID 178502607, compound

Procedure

The title compound was prepared as described in Example 1 step (h) using 4-cyano-1H-imidazole-2-carboxylic acid [4-bromo-2-(4,4-dimethyl-cyclohex-1-enyl)-phenyl]-amide (as prepared in Example 1, step (g) and 1-methoxy-2,2,6,6-tetramethyl-piperidin-4-one (WO 9854174). 1H-NMR (CD3OD; 400 MHz): δ 8.21 (d, 1H, J=8.4 Hz), 8.01 (s, 1H), 7.45 (dd, 1H, J=8.4, 2.0 Hz), 7.37 (d, 1H, J=2.0 Hz), 5.75 (br s, 1H), 4.08 (s, 3H), 2.35 (m, 4H), 2.09 (m, 4H), 1.72 (s, 6H), 1.61 (m, 2H), 1.50 (s, 6H), 1.10 (s, 6H). Mass spectrum (ESI, m/z): Calcd. for C29H39N5O3, 506.3 (M+H). found 506.3.

Sources & evidence

ORD record
ord-6d9fb404257e43d880239d20c966c765
Source dataset
uspto-grants-2016_07
Patent number
US09394289B2

Reaction notes

Loading…