Phenylmethyl 3,5-dioxo-1-piperidinecarboxylate → HCID 136242925, compound

HRID 1775224Notes

Reaction equation

HRID 1775224 reaction equation
Br[C:2]1[C:11]([NH2:12])=[CH:10][C:9]([F:13])=[CH:8][C:3]=1[C:4]([O:6]C)=O.O=[C:15]1CC(=O)CN(C(OCC2C=CC=CC=2)=O)[CH2:16]1.[CH3:32][N:33]1[CH2:45][C:44]2NC3C=CC=C4C(=O)[NH:47][N:48]=[C:35]([C:36]=2C=34)[CH2:34]1>>[F:13][C:9]1[CH:8]=[C:3]2[C:4](=[O:6])[NH:47][N:48]=[C:35]3[C:36]4[C:2]2=[C:11]([NH:12][C:44]=4[CH2:45][N:33]([CH2:32][CH2:15][CH3:16])[CH2:34]3)[CH:10]=1

Participants

4

Reactant 3

HCID 49761164Phenylmethyl 3,5-dioxo-1-piperidinecarboxylateHCID 63022281methyl 3-amino-2-bromo-5-fluorobenzoateHCID 136242914HCID 136242914, compound

Product 1

HCID 136242925HCID 136242925, compound

Procedure

Compound 57 was prepared from methyl 2-bromo-5-fluoro-3-aminobenzoate and benzyl 3,5-dioxopiperidine-1-carboxylate according to the procedures similar to those for Compound 44. 1H NMR (DMSO-d6) δ 11.8 (s, 1H), 10.1 (s, 1H), 7.36 (dd, 1H, J=1.8, 9.0 Hz), 7.19 (dd, 1H, J=1.8, 10.2 Hz), 3.80 (s, 2H), 3.30 (s, 2H), 2.50-2.54 (m, 2H), 1.50-1.54 (m, 2H), and 0.89 (t, 3H, J=7.8 Hz). MS (ESI) m/e [M+1]+ 287.

Sources & evidence

ORD record
ord-f888fe306ba54387a84b1210cbe6da6e
Source dataset
uspto-grants-2016_02
Patent number
US09260440B2

Reaction notes

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