4-Hydroxypyrrolidine → 1-(3-Benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-ol

HRID 2179109Notes

Reaction equation

HRID 2179109 reaction equation
[CH2:1]([N:8]1[C:12]2[N:13]=[C:14]([C:23]([CH3:26])([CH3:25])[CH3:24])[N:15]=[C:16]([N:17]3[CH2:21][CH2:20][C@@H:19]([OH:22])[CH2:18]3)[C:11]=2[N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1C2N=C(C(C)(C)C)N=C(Cl)C=2N=N1)C1C=CC=CC=1.N1CCC(O)C1>>[CH2:1]([N:8]1[C:12]2[N:13]=[C:14]([C:23]([CH3:26])([CH3:25])[CH3:24])[N:15]=[C:16]([N:17]3[CH2:21][CH2:20][CH:19]([OH:22])[CH2:18]3)[C:11]=2[N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 982104-HydroxypyrrolidineHCID 866833853-Benzyl-5-tert-butyl-7-chloro-triazolo[4,5-d]pyrimidineHCID 86683386(R)-1-(3-Benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-ol

Product 1

HCID 866833891-(3-Benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-ol

Procedure

In analogy to the procedure described for the synthesis of (R)-1-(3-Benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-ol (example 113, a) the title compound was prepared from 3-benzyl-5-tert-butyl-7-chloro-triazolo[4,5-d]pyrimidine and pyrrolidin-3-ol and isolated as light yellow oil.

Workup

  1. customisolated as light yellow oil

Sources & evidence

ORD record
ord-997a78e97fa14dfaa39804f2dde10fe2
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

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