3-Isoxazolamine → HCID 60207398, compound

HRID 1192183Notes

Reaction equation

HRID 1192183 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].[O:21]1[CH:25]=[CH:24][C:23]([NH2:26])=[N:22]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:26][C:23]2[CH:24]=[CH:25][O:21][N:22]=2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 18102163-IsoxazolamineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207398HCID 60207398, 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 isoxazol-3-amine (43 mg, 0.51 mmol). The title compound was obtained as a brown solid (20.0 mg, 11% yield). 1H NMR (400 MHz, d6-DMSO) δ: 11.90 (1H, s), 9.03 (2H, s), 8.86 (1H, m), 6.89 (1H, s). MS m/z: 415.18, 417.16 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-3e887dca5a294f19a69017ad76e4b20b
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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