Phenylacetyl chloride → HCID 178508792, compound

HRID 2365501Notes

Reaction equation

HRID 2365501 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C@H:5]1[CH2:9][NH:8]/[C:7](=[N:10]\[C:11]([C:13]2[C:18]([NH2:19])=[N:17][C:16]([NH2:20])=[C:15]([Cl:21])[N:14]=2)=[O:12])/[NH:6]1.[C:22]1([CH2:28][C:29](Cl)=[O:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C>[C:22]1([CH2:28][C:29]([NH:1][CH2:2][CH2:3][CH2:4][C@H:5]2[CH2:9][NH:8]/[C:7](=[N:10]\[C:11]([C:13]3[C:18]([NH2:19])=[N:17][C:16]([NH2:20])=[C:15]([Cl:21])[N:14]=3)=[O:12])/[NH:6]2)=[O:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 7679Phenylacetyl chlorideHCID 178511031HCID 178511031, compound

Product 1

HCID 178508792HCID 178508792, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3,5-Diamino-6-chloro-pyrazine-2-carboxylic acid [(S)-4-(3-amino-propyl)-imidazolidin-(2E)-ylidene]-amide (Ex. 31) (0.030 g, 0.96 mmol) in DMF (2 ml), phenylacetyl chloride (0.013 ml, 0.096 mmol) is added. The yellow solution is stirred at room temperature for 10 minutes. Purification by catch and release resin (SCX-2) eluting with MeOH and 7M NH3 in MeOH affords the title compound; [M+H]+ 430.98

Workup

  1. customPurification by catch and release resin (SCX-2)
  2. washeluting with MeOH and 7M NH3 in MeOH

Sources & evidence

ORD record
ord-cfbfd612eade42248420bd1a4165809a
Source dataset
uspto-grants-2014_04
Patent number
US08697687B2

Reaction notes

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