Trifluoroacetic acid → HCID 178441791, compound

HRID 400926Notes

Reaction equation

HRID 400926 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([N:23]2[CH2:27][CH2:26][C@H:25]([OH:28])[CH2:24]2)[C:8]2[N:13]=[N:12][N:11](CC3C=CC(OC)=CC=3)[C:9]=2[N:10]=1)([CH3:4])([CH3:3])[CH3:2].C([SiH](CC)CC)C.[C:36](O)([C:38]([F:41])([F:40])[F:39])=[O:37]>>[C:1]([C:5]1[N:6]=[C:7]([N:23]2[CH2:27][CH2:26][C@H:25]([O:28][C:36](=[O:37])[C:38]([F:41])([F:40])[F:39])[CH2:24]2)[C:8]2[N:13]=[N:12][NH:11][C:9]=2[N:10]=1)([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 86683311(S)-1-[5-tert-Butyl-3-(4-methoxy-benzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl]-pyrrolidin-3-ol

Product 1

HCID 178441791HCID 178441791, compound

Conditions

Temperature
70 °C

Procedure

A mixture of (S)-1-[5-tert-Butyl-3-(4-methoxy-benzyl)-3H-[1,2,3]triazolo[4,5-c]pyrimidin-7-yl]-pyrrolidin-3-ol (example 106) and triethylsilane in TFA was heated to 70° C. for 22 h and evaporated to dryness. The residue was used without further purification in the consecutive step.

Workup

  1. customevaporated to dryness
  2. customThe residue was used without further purification in the consecutive step

Sources & evidence

ORD record
ord-8a138c86352c4ecabd5c1621fc057533
Source dataset
uspto-grants-2014_06
Patent number
US08741906B2

Reaction notes

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