Phenylacetyl chloride → HCID 178508792, compound

HRID 2281575Notes

Reaction equation

HRID 2281575 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-2da6b3b0b12a49ccb5ce016a07ead9c9
Source dataset
uspto-grants-2015_09
Patent number
US09139586B2

Reaction notes

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