Phenylmethyl 2-{3-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]propyl}-1-piperidinecarboxylate → Phenylmethyl 3-{4-[6-amino-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-9-yl]butyl}-1-piperidinecarboxylate

HRID 1044892Notes

Reaction equation

HRID 1044892 reaction equation
NC1N=C(OCCCC)N=C2C=1N=C(OC)N2CCCC1CCCCN1C(OCC1C=CC=CC=1)=O.FC(F)(F)C(O)=O.[CH3:44][C@H:45]([O:49][C:50]1[N:58]=[C:57]2[C:53]([N:54]=[C:55]([O:59][CH3:60])[NH:56]2)=[C:52]([NH2:61])[N:51]=1)[CH2:46][CH2:47][CH3:48].Br[CH2:63][CH2:64][CH2:65][CH2:66][CH:67]1[CH2:72][CH2:71][CH2:70][N:69]([C:73]([O:75][CH2:76][C:77]2[CH:82]=[CH:81][CH:80]=[CH:79][CH:78]=2)=[O:74])[CH2:68]1>>[NH2:61][C:52]1[N:51]=[C:50]([O:49][C@@H:45]([CH3:44])[CH2:46][CH2:47][CH3:48])[N:58]=[C:57]2[C:53]=1[N:54]=[C:55]([O:59][CH3:60])[N:56]2[CH2:63][CH2:64][CH2:65][CH2:66][CH:67]1[CH2:72][CH2:71][CH2:70][N:69]([C:73]([O:75][CH2:76][C:77]2[CH:78]=[CH:79][CH:80]=[CH:81][CH:82]=2)=[O:74])[CH2:68]1

Participants

4

Reactant 3

HCID 58306132Phenylmethyl 2-{3-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]propyl}-1-piperidinecarboxylateHCID 58306246Phenylmethyl 3-(4-bromobutyl)-1-piperidinecarboxylateHCID 178448286HCID 178448286, compound

Product 1

HCID 58306155Phenylmethyl 3-{4-[6-amino-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-9-yl]butyl}-1-piperidinecarboxylate

Procedure

Prepared similarly to Intermediate 31 from 2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-6-amine trifluoroacetate salt and phenylmethyl 3-(4-bromobutyl)-1-piperidinecarboxylate.

Sources & evidence

ORD record
ord-b27a300bbab540faa7485ea59da9f4cc
Source dataset
uspto-grants-2013_10
Patent number
US08563717B2

Reaction notes

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