Hydrochloric Acid → 2-Butoxy-9-(3-bromopropyl)-7,8-dihydro-8-oxoadenine

HRID 562488Notes

Reaction equation

HRID 562488 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][N:5]1[C:13]([O:14]C)=[N:12][C:11]2[C:6]1=[N:7][C:8]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])=[N:9][C:10]=2[NH2:16].Cl>CO.O1CCOCC1>[NH2:16][C:10]1[N:9]=[C:8]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])[N:7]=[C:6]2[C:11]=1[NH:12][C:13](=[O:14])[N:5]2[CH2:4][CH2:3][CH2:2][Br:1]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 231584909-(3-Bromopropyl)-2-butoxy-8-methoxy-9H-purin-6-amine

Product 1

HCID 592880312-Butoxy-9-(3-bromopropyl)-7,8-dihydro-8-oxoadenine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

The product of step (vi) (35.8 g) was dissolved in methanol (400 ml) and treated with 4M hydrogen chloride in dioxane (100 ml). The mixture was stirred at ambient temperature for 6 hours and concentrated in vacuo. Dichloromethane (500 ml) was added and concentrated in vacuo, which afforded a foam that was taken onto the next step without further purification. Yield 38 g.

Workup

  1. concentrationconcentrated in vacuo
  2. additionDichloromethane (500 ml) was added
  3. concentrationconcentrated in vacuo, which
  4. customafforded a foam that
  5. customwas taken onto the next step without further purification

Sources & evidence

ORD record
ord-79a2528aeecd488d99ea2f439bd6a450
Source dataset
uspto-grants-2011_11
Patent number
US08067411B2

Reaction notes

Loading…