5-(chloromethyl)-1-methyl-1H-1,2,4-triazole hydrochloride → HCID 71576040, compound

HRID 2179080Notes

Reaction equation

HRID 2179080 reaction equation
[C:1]([C:5]1N=C(N2CC[C@H](O)C2)C2[C:9](=[N:11][N:12]([CH2:14]C3C(C)=NON=3)N=2)[N:10]=1)(C)(C)C.[C:27]([C:31]1[N:32]=[C:33]([N:40]2[CH2:44][CH2:43][C@H:42]([O:45]C(=O)C(F)(F)F)[CH2:41]2)[C:34]2[N:39]=[N:38][NH:37][C:35]=2[N:36]=1)([CH3:30])([CH3:29])[CH3:28].Cl.ClCC1N(C)N=CN=1>>[C:27]([C:31]1[N:32]=[C:33]([N:40]2[CH2:44][CH2:43][C@H:42]([OH:45])[CH2:41]2)[C:34]2[C:35](=[N:37][N:38]([CH2:1][C:5]3[N:12]([CH3:14])[N:11]=[CH:9][N:10]=3)[N:39]=2)[N:36]=1)([CH3:28])([CH3:29])[CH3:30]

Participants

4

Reactant 3

HCID 222853325-(chloromethyl)-1-methyl-1H-1,2,4-triazole hydrochlorideHCID 71575968(S)-1-[5-tert-Butyl-2-(4-methyl-furazan-3-ylmethyl)-2H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl]-pyrrolidin-3-olHCID 178441791HCID 178441791, compound

Product 1

HCID 71576040HCID 71576040, compound

Procedure

In analogy to the procedure described for the synthesis of (S)-1-[5-tert-Butyl-2-(4-methyl-furazan-3-ylmethyl)-2H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl]-pyrrolidin-3-ol (example 73), the title compound was prepared from Trifluoro-acetic acid (S)-1-(5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-yl-ester and 5-(chloromethyl)-1-methyl-1H-1,2,4-triazole hydrochloride and isolated as light yellow gum. MS (m/e): 358.2 (MH+).

Workup

  1. customisolated as light yellow gum

Sources & evidence

ORD record
ord-ec83cc4db58c4e819706637860147f12
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

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