4-Amino-2,2,6,6-tetramethylpiperidine → HCID 60207403, compound

HRID 1192187Notes

Reaction equation

HRID 1192187 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].[CH3:21][C:22]1([CH3:31])[CH2:27][CH:26]([NH2:28])[CH2:25][C:24]([CH3:30])([CH3:29])[NH: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:28][CH:26]2[CH2:27][C:22]([CH3:31])([CH3:21])[NH:23][C:24]([CH3:30])([CH3:29])[CH2:25]2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 375244-Amino-2,2,6,6-tetramethylpiperidineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207403HCID 60207403, compound

Procedure

Prepared according to the procedure described for example 70 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (150 mg, 0.43 mmol) and 2,2,6,6-tetramethylpiperidin-4-amine (81.0 mg, 0.51 mmol). The title compound was obtained as a solid (35.0 mg, 17% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.99 (2H, m), 8.81 (1H, m), 8.47 (1H, s), 7.81 (1H, m), 4.18 (1H, m), 1.96 (2H, m), 1.51 (2H, m), 1.39 (12H, m). MS m/z: 487.25, 489.27 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-859c1240f6b24d0f8b9783cc17c6ecb5
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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