Butylamine → HCID 59649120, compound

HRID 2197471Notes

Reaction equation

HRID 2197471 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][N:6]1[CH:14]=[N:13][C:12]2[C:7]1=[N:8][C:9](Cl)=[N:10][C:11]=2[NH2:15].[CH2:20]([NH2:24])[CH2:21][CH2:22][CH3:23]>C(O)CCC>[Br:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][N:6]1[CH:14]=[N:13][C:12]2[C:7]1=[N:8][C:9]([NH:24][CH2:20][CH2:21][CH2:22][CH3:23])=[N:10][C:11]=2[NH2:15]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 59649128HCID 59649128, compound

Product 1

HCID 59649120HCID 59649120, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
170 °C

Procedure

9-(3-bromobenzyl)-2-chloro-9H-purin-6-amine (2.3 g) (100 mg, 0.295 mmol), n-butylamine (0.5 mL) and n-butanol (1 mL) were combined and heated in the microwave at 170° C. for 15 minutes. The solvent was evaporated under vacuum and the residue was partitioned between water and ethylacetate. The organic layer was washed with brine, dried with Na2SO4 and evaporated under vacuum. The crude product was triturated with diethylether and filtered giving 9-(3-bromobenzyl)-N2-butyl-9H-purine-2,6-diamine (Compound 54) (60.9 mg) as off-white solid.

Workup

  1. customThe solvent was evaporated under vacuum
  2. customthe residue was partitioned between water and ethylacetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried with Na2SO4
  5. customevaporated under vacuum
  6. customThe crude product was triturated with diethylether
  7. filtrationfiltered

Sources & evidence

ORD record
ord-ca5a99df6ced4392a54dde1544c2464c
Source dataset
uspto-grants-2012_12
Patent number
US08338593B2

Reaction notes

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