Diethyl Ether → HCID 178512393, compound

HRID 77518Notes

Reaction equation

HRID 77518 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([NH:9][C:10]([NH:12][C:13]([C:15]1[C:20]([NH2:21])=[N:19][C:18]([NH2:22])=[C:17]([Cl:23])[N:16]=1)=[O:14])=[NH:11])[CH2:2]2.[CH2:24]([Br:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(OCC)C>C(#N)C>[Br-:31].[CH2:24]([N+:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([NH:9][C:10]([NH2:11])=[N:12][C:13]([C:15]1[C:20]([NH2:21])=[N:19][C:18]([NH2:22])=[C:17]([Cl:23])[N:16]=1)=[O:14])[CH2:2]2)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 7498Benzyl BromideHCID 178512394HCID 178512394, compound2×

Product 1

HCID 178512393HCID 178512393, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

N-1-Aza-bicyclo[2.2.2]oct-3-yl-N′-(3,5-diamino-6-chloro-pyrazine-2-carbonyl)-guanidine (Intermediate 4, 30 mg, 0.089 mmol) and benzyl bromide (Acros, 17 mg, 0.097 mmol) are stirred for 4 h at 70° C. in acetonitrile (2 mL). To the suspension is added diethyl ether (2 mL), the solid collected by filtration, washed with diethyl ether and dried under vacuum to yield the title compound (26 mg).

Workup

  1. filtrationthe solid collected by filtration
  2. washwashed with diethyl ether
  3. customdried under vacuum

Sources & evidence

ORD record
ord-6be7798913fb4f40b3b676cd60c1b484
Source dataset
uspto-grants-2014_09
Patent number
US08841309B2

Reaction notes

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