1-Butanol → HCID 178508734, compound

HRID 2197482Notes

Reaction equation

HRID 2197482 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH2:11])[N:3]=1.[CH2:12]([NH2:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(O)CCC>CS(C)=O>[CH2:12]([NH:19][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([NH2:11])[N:3]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 2631-ButanolHCID 7504BenzylamineHCID 949042-Chloroadenine

Product 1

HCID 178508734HCID 178508734, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
170 °C

Procedure

2-chloroadenine (1) (2.81 g, 16.67 mmol) was divided among three microwave vials (10-20 mL), each containing Benzylamine (6 mL), 1-Butanol (8 mL,), and DMSO (1 mL). Each vial was heated to 170° C. for 90 minutes. After reaction completion the solvent was removed by rotary evaporation and triteration with diethylether gave 5.85 g of 71 as an off white solid pure enough for the next step. LCMS: m/z for C12H12N6++H observed 241.2 at 1.45 minutes of a 3.5 minute run, gradient 5-95% CH3CN in H2O.

Workup

  1. customAfter reaction completion the solvent
  2. customwas removed by rotary evaporation and triteration with diethylether

Sources & evidence

ORD record
ord-75dfcb9acee746719eecdb9a737eb0ef
Source dataset
uspto-grants-2012_12
Patent number
US08338593B2

Reaction notes

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