HCID 131724917, compound → HCID 178522009, compound

HRID 1349806Notes

Reaction equation

HRID 1349806 reaction equation
[CH:1]1([C:4]([NH:6][C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([C:22]5[N:26]=[CH:25][N:24](C(C6C=CC=CC=6)(C6C=CC=CC=6)C6C=CC=CC=6)[N:23]=5)[CH:20]=4)[N:15](C4CCCCO4)[N:14]=3)[CH:8]=2)=[O:5])[CH2:3][CH2:2]1>Cl.O1CCOCC1>[NH:24]1[CH:25]=[N:26][C:22]([C:19]2[CH:20]=[C:21]3[C:16](=[CH:17][CH:18]=2)[NH:15][N:14]=[C:13]3[C:9]2[CH:8]=[C:7]([NH:6][C:4]([CH:1]3[CH2:2][CH2:3]3)=[O:5])[CH:12]=[CH:11][CH:10]=2)=[N:23]1

Participants

4

Reactant 1

HCID 131724917HCID 131724917, compound

Product 1

HCID 178522009HCID 178522009, compoundYield 30%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

Cyclopropyl-N-(3-{1-perhydro-2H-pyran-2-yl-5-[1-(triphenylmethyl)(1,2,4-triazol-3-yl)](1H-indazol-3-yl)}phenyl)carboxamide was dissolved in 4 mL of 4.0 N HCl in 1,4-dioxane and the reaction was stirred at room temperature overnight. After neutralization with aqueous NaHCO3, the reaction mixture was evaporated to dryness and purified by preparative HPLC. (0.026 g, 30% yield over 2 steps): 1H NMR (DMSO d6) δ 8.75 (s, 1H), 8.36 (br s, 1H), 8.24 (s, 1H), 8.12 (d, 1H), 7.76–7.72 (m, 3H), 7.5 (t, 1H), 1.83 (m, 1H), 0.97–0.84 (m, 4H); ES-MS (m/z) 345.

Workup

  1. customAfter neutralization with aqueous NaHCO3, the reaction mixture was evaporated to dryness
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-6688ab2d4d3242f78a73db2d523bd679
Source dataset
uspto-grants-2007_05
Patent number
US07211594B2

Reaction notes

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