3-Amino-4,4,4-trifluorobut-2-enenitrile → HCID 178428402, compound

HRID 1484558Notes

Reaction equation

HRID 1484558 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:11])=[N:7][NH:8]2)=[CH:4][C:3]=1/[CH:12]=[C:13](/[C:16](=O)[CH3:17])\[C:14]#[N:15].[NH2:19][C:20]([C:24]([F:27])([F:26])[F:25])=[CH:21][C:22]#[N:23]>>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:11])=[N:7][NH:8]2)=[CH:4][C:3]=1[CH:12]1[C:21]([C:22]#[N:23])=[C:20]([C:24]([F:27])([F:26])[F:25])[NH:19][C:16]([CH3:17])=[C:13]1[C:14]#[N:15]

Participants

3

Reactant 2

HCID 534010963-Amino-4,4,4-trifluorobut-2-enenitrileHCID 178467934HCID 178467934, compound

Product 1

HCID 178428402HCID 178428402, compound

Procedure

Following the procedure described for Example 4, 250 mg (0.411 mmol) (2E)-2-[(6-fluoro-3-methyl-1H-indazol-5-yl)methylidene]-3-oxobutanenitrile (Example 4A) were treated with 3-amino-4,4,4-trifluorobut-2-enenitrile. The crude product was purified by preparative RP-HPLC (aceto-nitrile/water gradient, final mixture 90:10 v/v) to yield 159 mg (42% of th.) of the racemic title compound.

Workup

  1. customThe crude product was purified by preparative RP-HPLC (aceto-nitrile/water gradient, final mixture 90:10 v/v)

Sources & evidence

ORD record
ord-367fc068d524452487dfb5065f791ceb
Source dataset
uspto-grants-2016_08
Patent number
US09422263B2

Reaction notes

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