8-Methyl-8-azabicyclo[3.2.1]octan-3-amine → HCID 60207408, compound

HRID 1192193Notes

Reaction equation

HRID 1192193 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][N:22]1[CH:27]2[CH2:28][CH2:29][CH:23]1[CH2:24][CH:25]([NH2:30])[CH2:26]2>>[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:25]2[CH2:26][CH:27]3[N:22]([CH3:21])[CH:23]([CH2:29][CH2:28]3)[CH2:24]2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 4083948-Methyl-8-azabicyclo[3.2.1]octan-3-amineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207408HCID 60207408, 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 8-methyl-8-azabicyclo[3.2.1]octan-3-amine (71.0 mg, 0.52 mmol). The title compound was obtained as a solid (40 mg, 20% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.97 (2H, m), 8.52 (1H, s), 8.44 (1H, s), 3.85 (1H, m), 3.79 (2H, m), 2.64 (3H, m), 2.25 (2H, m), 2.22 (4H, m), 2.16 (2H, m). MS m/z: 475.35, 477.33 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-896dd288d30040efaf6a87626c79fd74
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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