HCID 22598956, compound → HCID 22598941, compound

HRID 2252461Notes

Reaction equation

HRID 2252461 reaction equation
[NH2:1][CH:2]([CH2:6][NH:7][C:8]([C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH2:19][CH2:20][CH2:21][NH:22][C:23]1[N:24](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:25]=[CH:26][N:27]=1)[N:14]=[CH:13]2)=[O:9])[C:3]([OH:5])=[O:4]>FC(F)(F)C(O)=O>[NH2:1][CH:2]([CH2:6][NH:7][C:8]([C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH2:19][CH2:20][CH2:21][NH:22][C:23]1[NH:24][CH:25]=[CH:26][N:27]=1)[N:14]=[CH:13]2)=[O:9])[C:3]([OH:5])=[O:4]

Participants

3

Reactant 1

HCID 22598956HCID 22598956, compound

Product 1

HCID 22598941HCID 22598941, compoundYield 139.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

2-Amino-3-((1-(3-((1-(triphenylmethyl)imidazol-2-yl)amino)propyl)(1H-indazol-5-yl))carbonylamino)propanoic acid (0.203 g, 0.331 mmol) was dissolved in trifluoroacetic acid (3 mL), and the reaction was refluxed for 1 h. The reaction was concentrated to an oil under high vacuum. The oil was triturated with ether. The product was filtered, washed with ether, dissolved in 50/50 acetonitrile/water, and lyophilized to give 171.0 mgs (106%) of product. ESMS: Calcd. for C17H21N7O3, 371.17. Found, 372.0 [M+H]+1 Analytical HPLC, Method B, Rt=9.48 min, Purity=95%.

Workup

  1. temperaturethe reaction was refluxed for 1 h
  2. concentrationThe reaction was concentrated to an oil under high vacuum
  3. customThe oil was triturated with ether
  4. filtrationThe product was filtered
  5. washwashed with ether
  6. dissolutiondissolved in 50/50 acetonitrile/water

Sources & evidence

ORD record
ord-c9bba9406b4a443c8f859e1ec411c25a
Source dataset
uspto-grants-2008_01
Patent number
US07321045B2

Reaction notes

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