Benzyl 3-(3-bromopropyl)piperidine-1-carboxylate → Phenylmethyl 3-{3-[6-amino-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-9-yl]propyl}-1-piperidinecarboxylate

HRID 2403824Notes

Reaction equation

HRID 2403824 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][CH:66]1[CH2:71][CH2:70][CH2:69][N:68]([C:72]([O:74][CH2:75][C:76]2[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=2)=[O:73])[CH2:67]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][CH:66]1[CH2:71][CH2:70][CH2:69][N:68]([C:72]([O:74][CH2:75][C:76]2[CH:77]=[CH:78][CH:79]=[CH:80][CH:81]=2)=[O:73])[CH2:67]1

Participants

4

Reactant 3

HCID 58306103Benzyl 3-(3-bromopropyl)piperidine-1-carboxylateHCID 58306132Phenylmethyl 2-{3-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]propyl}-1-piperidinecarboxylateHCID 178448286HCID 178448286, compound

Product 1

HCID 58306123Phenylmethyl 3-{3-[6-amino-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-9-yl]propyl}-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-(3-bromopropyl)-1-piperidinecarboxylate.

Sources & evidence

ORD record
ord-a07d7a1fed3f4ad9b7989db0dc91c42d
Source dataset
uspto-grants-2014_08
Patent number
US08802684B2

Reaction notes

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