Benzyl 4-(bromomethyl)piperidine-1-carboxylate → Phenylmethyl 4-{[6-amino-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-9-yl]methyl}-1-piperidinecarboxylate

HRID 1044904Notes

Reaction equation

HRID 1044904 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:35][CH3:36])[N:6]2[CH2:16][CH2:17][CH2:18][CH:19]1CC[CH2:22][CH2:21][N:20]1[C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26].F[C:38](F)(F)C(O)=O.C[C@H](OC1N=C2C(N=C(OC)N2)=C(N)N=1)CCC.BrCC1CCN(C(OCC2C=CC=CC=2)=O)CC1>>[NH2:1][C:2]1[N:10]=[C:9]([O:11][C@@H:12]([CH3:38])[CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:35][CH3:36])[N:6]2[CH2:16][CH:17]1[CH2:22][CH2:21][N:20]([C:25]([O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:26])[CH2:19][CH2:18]1

Participants

4

Reactant 3

HCID 2776274Benzyl 4-(bromomethyl)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 58306118Phenylmethyl 4-{[6-amino-2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9H-purin-9-yl]methyl}-1-piperidinecarboxylate

Procedure

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

Sources & evidence

ORD record
ord-d8249e3506b34444ae131c2f63ec2f1f
Source dataset
uspto-grants-2013_10
Patent number
US08563717B2

Reaction notes

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