4-(5-tert-butyl-3-(4-methoxy benzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)morpholine → HCID 86683342, compound

HRID 400933Notes

Reaction equation

HRID 400933 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[C:8]2[N:13]=[N:12][N:11]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[C:9]=2[N:10]=1)([CH3:4])([CH3:3])[CH3:2].C(C1N=C(Cl)C2N=NN(CC3C=C[C:46]([O:49]C)=CC=3)C=2N=1)(C)(C)C.Cl.OC[C@H]1[C@@H](O)CCN1>>[C:1]([C:5]1[N:6]=[C:7]([N:23]2[CH2:24][CH2:25][C@H:27]([OH:26])[C@@H:28]2[CH2:46][OH:49])[C:8]2[N:13]=[N:12][N:11]([CH2:14][C:15]3[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=3)[C:9]=2[N:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 715580514-(5-tert-butyl-3-(4-methoxy benzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)morpholineHCID 866832995-tert-butyl-7-chloro-3-(4-methoxybenzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 86683343(2S,3S)- 3-hydroxy-2-PyrrolidineMethanol hydrochloride

Product 1

HCID 86683342HCID 86683342, compound

Procedure

In analogy to the procedure described for the synthesis of 4-(5-tert-butyl-3-(4-methoxybenzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)morpholine (example 58, step c), the title compound was prepared from 5-tert-butyl-7-chloro-3-(4-methoxybenzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine and (2S,3S)-2-(hydroxymethyl)pyrrolidin-3-ol hydrochloride and isolated as light-yellow gum. MS (m/e): 413.4 (MH+).

Workup

  1. customisolated as light-yellow gum

Sources & evidence

ORD record
ord-054de97a51834a3db87ea3f3ac76a20f
Source dataset
uspto-grants-2014_06
Patent number
US08741906B2

Reaction notes

Loading…