3-Amino-4,4-difluorobut-2-enenitrile → HCID 178428403, compound

HRID 1484557Notes

Reaction equation

HRID 1484557 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]([CH:24]([F:26])[F:25])=[CH:21][C:22]#[N:23]>>[F:25][CH:24]([F:26])[C:20]1[NH:19][C:16]([CH3:17])=[C:13]([C:14]#[N:15])[CH:12]([C:3]2[CH:4]=[C:5]3[C:9](=[CH:10][C:2]=2[F:1])[NH:8][N:7]=[C:6]3[CH3:11])[C:21]=1[C:22]#[N:23]

Participants

3

Reactant 2

HCID 762236343-Amino-4,4-difluorobut-2-enenitrileHCID 178467934HCID 178467934, compound

Product 1

HCID 178428403HCID 178428403, compound

Procedure

Following the procedure described for Example 1, 100 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-difluorobut-2-enenitrile. The crude product was purified by preparative RP-HPLC (aceto-nitrile/water+0.1% TFA gradient, final mixture 90:10 v/v) to yield 50 mg (35% of th.) of the racemic title compound.

Workup

  1. customThe crude product was purified by preparative RP-HPLC (aceto-nitrile/water+0.1% TFA gradient, final mixture 90:10 v/v)

Sources & evidence

ORD record
ord-3b7a2061250842d4b0e199e09dc64349
Source dataset
uspto-grants-2016_08
Patent number
US09422263B2

Reaction notes

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