3-Amino-2-butenenitrile → HCID 44547687, compound

HRID 1038407Notes

Reaction equation

HRID 1038407 reaction equation
[CH2:1]([S:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([CH:18]=O)[CH:16]=2)[NH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:20][C:21]([CH3:25])=[CH:22][C:23]#[N:24]>C(O)(=O)C>[CH2:1]([S:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([CH:18]3[C:22]([C:23]#[N:24])=[C:21]([CH3:25])[NH:20][C:16]([CH3:15])=[C:17]3[C:9]#[N:10])[CH:16]=2)[NH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 706993-Amino-2-butenenitrileHCID 58407649HCID 58407649, compound

Product 1

HCID 44547687HCID 44547687, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The crude product obtained in Example 8A and 29.6 mg (0.361 mmol) 3-aminobut-2-enenitrile in acetic acid (4 ml) were heated to 110° C. for 1 h. After cooling, the reaction mixture was directly purified by preparative RP-HPLC (acetonitrile/water+0.05% TFA gradient) yielding 30 mg (46% of th.) of the title compound.

Workup

  1. temperatureAfter cooling
  2. customthe reaction mixture was directly purified by preparative RP-HPLC (acetonitrile/water+0.05% TFA gradient)

Sources & evidence

ORD record
ord-82365d289d6746a5ad6754c223694d08
Source dataset
uspto-grants-2013_10
Patent number
US08551989B2

Reaction notes

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