Piperidine → HCID 131736279, compound

HRID 1053513Notes

Reaction equation

HRID 1053513 reaction equation
[CH2:1]([N:3]([CH2:21][CH3:22])[CH:4]=[CH:5][C:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)=[O:7])[CH3:2].N1CCCC[CH2:24]1.C(OC1C=CC(C2C=CC=CC=2)=CC=1)(=O)C#C>>[N:3]1([CH:4]=[CH:5][C:6]([O:8][C:9]2[CH:10]=[CH:11][C:12]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:13][CH:14]=2)=[O:7])[CH2:1][CH2:2][CH2:24][CH2:22][CH2:21]1

Participants

4

Reactant 3

HCID 8082PiperidineHCID 10560973HCID 10560973, compoundHCID 131736278HCID 131736278, compound

Product 1

HCID 131736279HCID 131736279, compoundYield 80%

Procedure

The compound 3 was prepared according to the method described for compound 2 employing piperidine (77 mg, 0.89 mmol) and compound 1 (200 mg, 0.89 mmol) to give white solid compound 3 (221 mg, 80%). 1H NMR (400 MHz, CDCl3) δ 1.67 (br s, 6H), 3.30 (s (b), 4H), 4.83 (d, J=13.1 Hz, 1H), 7.19 (d, J=8.6 Hz, 2H), 7.34 (t, J=7.2 Hz, 1H), 7.44 (t, J=7.8 Hz, 2H), 7.59 (m, 5H). HRMS ESI (m/z): Calculated for C20H21NO2 ([M+H]+): 308.1572. found: 308.1646.

Workup

  1. customThe compound 3 was prepared

Sources & evidence

ORD record
ord-e69d7b7e940b4532a60b77a22e8b321b
Source dataset
uspto-grants-2016_07
Patent number
US09393306B2

Reaction notes

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