1-(4-Aminopiperidin-1-yl)ethan-1-one → HCID 58692219, compound

HRID 2264270Notes

Reaction equation

HRID 2264270 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8](=[O:10])[CH3:9])[CH2:4][CH2:3]1.C1(S([N:20]2[C:24]3=[N:25][CH:26]=[CH:27][CH:28]=[C:23]3[C:22]([C:29]3[CH:34]=[CH:33][N:32]=[C:31](Cl)[N:30]=3)=[CH:21]2)(=O)=O)C=CC=CC=1>>[NH:20]1[C:24]2=[N:25][CH:26]=[CH:27][CH:28]=[C:23]2[C:22]([C:29]2[CH:34]=[CH:33][N:32]=[C:31]([NH:1][CH:2]3[CH2:7][CH2:6][N:5]([C:8](=[O:10])[CH3:9])[CH2:4][CH2:3]3)[N:30]=2)=[CH:21]1

Participants

3

Reactant 2

HCID 49624771-(4-Aminopiperidin-1-yl)ethan-1-oneHCID 59596028HCID 59596028, compound

Product 1

HCID 58692219HCID 58692219, compoundYield 12.1%

Procedure

Using the procedure of example 1, 1-(4-aminopiperidin-1-yl)ethanone (350 mg) was reacted with compound 1f (300 mg) to provide compound 64 (33 mg, 12%). 1H NMR (300 MHz, CDCl3) δ 11.45 (s, 1 H), 8.75 (d, 1 H), 8.40 (d, 1 H), 8.20 (d, 1 H), 8.12 (s, 1 H), 8.00 (s, 1 H), 7.20 (m, 1H), 6.90 (d, 1 H), 5.40 (m, 1 H) (rotamer), 4.55 (m, 1 H), 4.20-3.70 (m, 2 H), 3.40-2.70 (m, 2 H), 2.20 (m, 2 H), 2.15 (s, 3 H), 1.50 (m, 2H). MS (ESI) m/z: 337 (M+H)+.

Sources & evidence

ORD record
ord-b94b50563ba14e598680051103466b5c
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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