4-Amino-1-Boc-piperidine → HCID 67494727, compound

HRID 1192109Notes

Reaction equation

HRID 1192109 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[NH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]1>>[Cl:20][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:21][CH:22]2[CH2:23][CH2:24][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:26][CH2:27]2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 12682914-Amino-1-Boc-piperidineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 67494727HCID 67494727, compound

Procedure

Prepared according to the procedure described for example 50 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (3.0 g, 8.5 mmol) and tert-butyl 4-aminopiperidine-1-carboxylate (2.2 g, 10.0 mmol). The title compound was obtained as a solid (3.3 g, 73% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (2H, s), 8.66 (1H, m), 8.47 (1H, m), 3.87 (3H, m), 2.82 (2H, m), 1.73 (2H, m), 1.37 (9H, s), 1.31 (2H, m).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-5248b73bb1b04d29a909c761151a9609
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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