tert-Butyl 4-(2-bromoethyl)piperidine-1-carboxylate → 1,1-Dimethylethyl 4-{2-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]ethyl}-1-piperidinecarboxylate

HRID 1044856Notes

Reaction equation

HRID 1044856 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:30][CH3:31])[N:6]2[CH2:16][CH:17]1[CH2:22][CH2:21]N(C(OC(C)(C)C)=O)CC1.FC(F)(F)C(O)=O.C(OC1N=C2C(N=C(OC)N2)=C(N)N=1)CCC.BrCCC1C[CH2:63][N:62]([C:65]([O:67][C:68]([CH3:71])([CH3:70])[CH3:69])=[O:66])[CH2:61][CH2:60]1>C(Cl)(Cl)Cl.CO>[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:30][CH3:31])[N:6]2[CH2:16][CH2:17][CH:22]1[CH2:21][CH2:63][N:62]([C:65]([O:67][C:68]([CH3:69])([CH3:71])[CH3:70])=[O:66])[CH2:61][CH2:60]1

Participants

5

Reactant 3

HCID 10541625tert-Butyl 4-(2-bromoethyl)piperidine-1-carboxylateHCID 583060912-Butoxy-9-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)-8-methoxyadenineHCID 178450370HCID 178450370, compound

Product 1

HCID 583061961,1-Dimethylethyl 4-{2-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]ethyl}-1-piperidinecarboxylate

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Prepared similarly to Intermediate 13 from 2-butoxy-8-methoxy-9H-purin-6-amine trifluoroacetate salt and 1,1-dimethylethyl 4-(2-bromoethyl)-1-piperidinecarboxylate. TLC chloroform/methanol 9:1:Rf 0.81

Sources & evidence

ORD record
ord-86d3b701999f427d892a51e998a4ebbb
Source dataset
uspto-grants-2013_10
Patent number
US08563717B2

Reaction notes

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