Phenylmethyl 4-(4-bromobutyl)-1-piperidinecarboxylate → Phenylmethyl 4-{4-[6-amino-2-(butylamino)-8-(methyloxy)-9H-purin-9-yl]butyl}-1-piperidinecarboxylate

HRID 1044926Notes

Reaction equation

HRID 1044926 reaction equation
NC1N=C(OCCCC)N=C2C=1N=C(OC)N2CCCC1CCCCN1C(OCC1C=CC=CC=1)=O.FC(F)(F)C(O)=O.[CH2:44]([NH:48][C:49]1[N:57]=[C:56]2[C:52]([N:53]=[C:54]([O:58][CH3:59])[NH:55]2)=[C:51]([NH2:60])[N:50]=1)[CH2:45][CH2:46][CH3:47].Br[CH2:62][CH2:63][CH2:64][CH2:65][CH:66]1[CH2:71][CH2:70][N:69]([C:72]([O:74][CH2:75][C:76]2[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=2)=[O:73])[CH2:68][CH2:67]1>>[NH2:60][C:51]1[N:50]=[C:49]([NH:48][CH2:44][CH2:45][CH2:46][CH3:47])[N:57]=[C:56]2[C:52]=1[N:53]=[C:54]([O:58][CH3:59])[N:55]2[CH2:62][CH2:63][CH2:64][CH2:65][CH:66]1[CH2:67][CH2:68][N:69]([C:72]([O:74][CH2:75][C:76]2[CH:77]=[CH:78][CH:79]=[CH:80][CH:81]=2)=[O:73])[CH2:70][CH2:71]1

Participants

4

Reactant 3

HCID 11046432Phenylmethyl 4-(4-bromobutyl)-1-piperidinecarboxylateHCID 58306132Phenylmethyl 2-{3-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]propyl}-1-piperidinecarboxylateHCID 178448879HCID 178448879, compound

Product 1

HCID 58306197Phenylmethyl 4-{4-[6-amino-2-(butylamino)-8-(methyloxy)-9H-purin-9-yl]butyl}-1-piperidinecarboxylate

Procedure

Prepared similarly to Intermediate 31 from N2-butyl-8-methoxy-9H-purine-2,6-diamine trifluoroacetic acid salt and phenylmethyl 4-(4-bromobutyl)-1-piperidinecarboxylate. LCMS (System B): tRET=2.64 min; MH+ 510

Workup

  1. custom=2.64 min

Sources & evidence

ORD record
ord-3d151b6ad6ef4e3288fe1c339f2af63d
Source dataset
uspto-grants-2013_10
Patent number
US08563717B2

Reaction notes

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