Water → HCID 10135175, compound

HRID 733013Notes

Reaction equation

HRID 733013 reaction equation
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[C:11]3[N:12]=[C:13]([NH2:21])[N:14]=[C:15]([C:16]4[O:17][CH:18]=[CH:19][CH:20]=4)[C:10]=3[N:9]=[N:8]2)=[CH:4][C:3]=1[CH3:24].Cl[C:26]([O:28][CH2:29][CH3:30])=[O:27].O>N1C=CC=CC=1>[NH2:21][C:13]1[N:14]=[C:15]([C:16]2[O:17][CH:18]=[CH:19][CH:20]=2)[C:10]2[N:9]=[N:8][N:7]([CH2:6][C:5]3[CH:22]=[CH:23][C:2]([NH:1][C:26](=[O:27])[O:28][CH2:29][CH3:30])=[C:3]([CH3:24])[CH:4]=3)[C:11]=2[N:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10928Ethyl chloroformateHCID 21874557Vipadenant

Product 1

HCID 10135175HCID 10135175, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A suspension of 3-(4-amino-3-methylbenzyl)-7-(2-furyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amine (260 mg, 0.812 mmol) in pyridine (5 mL) at room temperature was treated dropwise with ethyl chloroformate (0.155 mL, 1.62 mmol), stirred for 30 min, poured into water (30 mL), extracted with EtOAc (2×10 mL) and the combined organic phase was dried (MgSO4) and concentrated in vacuo to give the title compound (318 mg, 100%) as a beige solid.

Workup

  1. extractionextracted with EtOAc (2×10 mL)
  2. dry with materialthe combined organic phase was dried (MgSO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b2a62cf02a9e4db2a92c38577f22d551
Source dataset
uspto-grants-2009_09
Patent number
US07589097B2

Reaction notes

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