3-Isoxazolamine, 5-(1,1-dimethylethyl)- → HCID 60207427, compound

HRID 1192207Notes

Reaction equation

HRID 1192207 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].[C:21]([C:25]1[O:29][N:28]=[C:27]([NH2:30])[CH:26]=1)([CH3:24])([CH3:23])[CH3:22]>>[C:21]([C:25]1[O:29][N:28]=[C:27]([NH:30][C:14]([C:12]2[S:13][C:9]([S:8][C:7]3[C:6]([Cl:20])=[CH:5][N:4]=[CH:3][C:2]=3[Cl:1])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=2)=[O:16])[CH:26]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 1714733-Isoxazolamine, 5-(1,1-dimethylethyl)-HCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207427HCID 60207427, compound

Procedure

Prepared according to the procedure described for example 50 from 5-((3,5-dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid (200 mg, 0.57 mmol) and 5-tert-butylisoxazol-3-amine (95 mg, 0.68 mmol). The title compound was obtained as a yellow solid (45 mg, 17% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.78 (1H, s), 9.01 (2H, s), 8.75 (1H, m), 8.01 (2H, m), 7.82 (2H, m), 2.51 (3H, s). MS m/z: 466.03, 468.03 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-bbb47334683f4aa1b6df81b21cfb19d9
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

Loading…