HCID 58204937, compound → HCID 67050775, compound

HRID 1629463Notes

Reaction equation

HRID 1629463 reaction equation
C([O:5][C:6](=[O:32])[C@@H:7]([O:9][C:10]1[N:31]=[CH:30][C:13]2[C:14]3[N:18]([CH2:19][CH2:20][O:21][C:12]=2[CH:11]=1)[CH:17]=[C:16]([C:22]1[N:23]([CH:27]([CH3:29])[CH3:28])[N:24]=[CH:25][N:26]=1)[N:15]=3)[CH3:8])(C)(C)C>Cl.O1CCOCC1>[CH:27]([N:23]1[C:22]([C:16]2[N:15]=[C:14]3[N:18]([CH2:19][CH2:20][O:21][C:12]4[CH:11]=[C:10]([O:9][C@@H:7]([CH3:8])[C:6]([OH:32])=[O:5])[N:31]=[CH:30][C:13]=43)[CH:17]=2)=[N:26][CH:25]=[N:24]1)([CH3:29])[CH3:28]

Participants

4

Reactant 1

HCID 58204937HCID 58204937, compound

Product 1

HCID 67050775HCID 67050775, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of (S)-2-[2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a,9 triaza-benzo[e]azulen-8-yloxy]-propionic acid tert-butyl ester (206 mg, 0.47 mmol) in HCl in dioxane (4N, 5 mL) was heated at 50° C. for 2 h. The reaction mixture was concentrated in vacuo and the residue triturated with MeCN. The product was collected by filtration and dried in vacuo at 50° C. to yield (S)-2-[2-(2-Isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a,9-triaza-benzo[e]azulen-8-yloxy]-propionic acid as a beige solid (115 mg, 66%). LCMS: RT=2.72 min, [M+H]+=385

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue triturated with MeCN
  3. filtrationThe product was collected by filtration
  4. customdried in vacuo at 50° C.

Sources & evidence

ORD record
ord-136e0d4bc0694fc9aaf4d0d2cd5368d4
Source dataset
uspto-grants-2014_07
Patent number
US08785626B2

Reaction notes

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