1-(Propan-2-yl)piperidin-4-amine → HCID 60207411, compound

HRID 1192196Notes

Reaction equation

HRID 1192196 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].[CH:21]([N:24]1[CH2:29][CH2:28][CH:27]([NH2:30])[CH2:26][CH2:25]1)([CH3:23])[CH3:22]>>[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:30][CH:27]2[CH2:28][CH2:29][N:24]([CH:21]([CH3:23])[CH3:22])[CH2:25][CH2:26]2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 31633331-(Propan-2-yl)piperidin-4-amineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207411HCID 60207411, compound

Procedure

Prepared according to the procedure described for example 44 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (35 mg, 0.1 mmol) and 1-isopropylpiperidin-4-amine (21.5 mg, 0.12 mmol). The title compound was obtained as a solid (10.7 mg, 23% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (2H, m), 8.63 (1H, d), 8.50 (1H, s), 3.56 (1H, m), 2.77 (2H, m), 2.67 (1H, m), 2.13 (2H, m), 1.76 (2H, m), 1.43 (2H, m), 0.95 (6H, d). MS m/z: 475.15, 477.13 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c79b1c05d6dc42d5979795a69e0f5384
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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