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Phenylacetyl chloride → HCID 178508792, compound

HRID 1665114
Notes
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Reaction equation

HRID 1665114 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-a55aff1f3cfc48a98adffbe680551f62
Source dataset
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08039472B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes