2,5-Dimethylpyrrolidine, (2R,5R)- → 5-tert-Butyl-3-(2-chloro-benzyl)-7-((2R,5R)-2,5-dimethyl-pyrrolidin-1-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine

HRID 2173498Notes

Reaction equation

HRID 2173498 reaction equation
C(C1N=C(N2CCOCC2)C2N=NN(CC3C=CC=CC=3Cl)C=2N=1)(C)(C)C.[C:28]([C:32]1[N:33]=[C:34](Cl)[C:35]2[N:40]=[N:39][N:38]([CH2:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[Cl:48])[C:36]=2[N:37]=1)([CH3:31])([CH3:30])[CH3:29].[CH3:50][C@@H:51]1[CH2:55][CH2:54][C@@H:53]([CH3:56])[NH:52]1>>[C:28]([C:32]1[N:33]=[C:34]([N:52]2[C@H:53]([CH3:56])[CH2:54][CH2:55][C@H:51]2[CH3:50])[C:35]2[N:40]=[N:39][N:38]([CH2:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[Cl:48])[C:36]=2[N:37]=1)([CH3:31])([CH3:30])[CH3:29]

Participants

4

Reactant 3

HCID 6417672,5-Dimethylpyrrolidine, (2R,5R)-HCID 14339535-tert-Butyl-3-(2-chloro-benzyl)-7-morpholin-4-yl-3H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 866832845-tert-butyl-7-chloro-3-(2-chlorobenzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine

Product 1

HCID 715575645-tert-Butyl-3-(2-chloro-benzyl)-7-((2R,5R)-2,5-dimethyl-pyrrolidin-1-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine

Procedure

In analogy to the procedure described for the synthesis of 5-tert-butyl-3-(2-chloro-benzyl)-7-morpholin-4-yl-3H-[1,2,3]triazolo[4,5-d]pyrimidine (example 1, step c), the title compound was prepared from 5-tert-butyl-7-chloro-3-(2-chlorobenzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine and (2R,5R)-2,5-dimethylpyrrolidine and isolated as colorless gum (11.2 mg, 60%). MS(m/e): 399.4 (MH+).

Sources & evidence

ORD record
ord-8e7001c44c06465b8d18e73568baaf76
Source dataset
uspto-grants-2015_06
Patent number
US09056866B2

Reaction notes

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