Phenylmethyl 3,5-dioxo-1-piperidinecarboxylate → HCID 136242933, compound

HRID 1775235Notes

Reaction equation

HRID 1775235 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=C1CC(=O)CN(C(OCC2C=CC=CC=2)=O)C1.[NH2:32][C:33]([CH3:54])([CH3:53])[C:34]([N:36]1[CH2:48][C:47]2NC3C=CC=C4C(=O)[NH:50][N:51]=[C:38]([C:39]=2C=34)[CH2:37]1)=[O:35]>>[NH2:32][C:33]([CH3:54])([CH3:53])[C:34]([N:36]1[CH2:48][C:47]2[NH:12][C:11]3[CH:10]=[C:9]([F:13])[CH:8]=[C:3]4[C:4](=[O:6])[NH:50][N:51]=[C:38]([C:39]=2[C:2]=34)[CH2:37]1)=[O:35]

Participants

4

Reactant 3

HCID 49761164Phenylmethyl 3,5-dioxo-1-piperidinecarboxylateHCID 63022281methyl 3-amino-2-bromo-5-fluorobenzoateHCID 136242930HCID 136242930, compound

Product 1

HCID 136242933HCID 136242933, compound

Procedure

Compound 65 was prepared from methyl 2-bromo-5-fluoro-3-aminobenzoate and benzyl 3,5-dioxopiperidine-1-carboxylate according to the same procedures similar to those for Compound 62. 1H NMR (DMSO-d6) δ 12.1 (s, 1H), 10.2 (s, 1H), 7.40 (dd, 1H, J=1.8, 10.2 Hz), 7.20 (dd, 1H, J=1.8, 10.2 Hz), 5.25 (s, 2H), 4.75 (s, 1H), and 1.32 (s, 6H). MS (ESI) m/e [M+1]+330.

Sources & evidence

ORD record
ord-098a4123d2d141a2a8ae97cf09cf3086
Source dataset
uspto-grants-2016_02
Patent number
US09260440B2

Reaction notes

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