HCID 22479857, compound → HCID 178445138, compound

HRID 2183302Notes

Reaction equation

HRID 2183302 reaction equation
[CH3:1][C:2]([CH3:53])([CH3:52])[CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([C:22]4[N:26]=[CH:25][N:24](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[N:23]=4)[CH:20]=3)[N:15](C3CCCCO3)[N:14]=2)[CH:8]=1)=[O:5]>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](=[O:5])[CH2:3][C:2]([CH3:52])([CH3:1])[CH3:53])[CH:12]=[CH:11][CH:10]=2)=[N:23]1

Participants

4

Reactant 1

HCID 22479857HCID 22479857, compound

Product 1

HCID 178445138HCID 178445138, compoundYield 29%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

3,3-Dimethyl-N-(3-{1-perhydro-2H-pyran-2-yl-5-[1-(triphenylmethyl)(1,2,4-triazol-3-yl)](1H-indazol-3-yl)}phenyl)butanamide 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 was purified by preparative HPLC (0.027 g, 29% yield over 2 steps): 1H NMR (CD3OD) δ 8.73 (s, 1H), 8.15 (s, 1H), 8.10 (d, 1H), 7.75 (t, 2H), 7.69 (d, 1H), 7.51 (t, 1H), 2.30 (s, 2H), 1.12 (t, 9H); ES-MS (m/z) 375 [M+H]+.

Workup

  1. customAfter neutralization with aqueous NaHCO3, the reaction mixture was evaporated to dryness
  2. customwas purified by preparative HPLC (0.027 g, 29% yield over 2 steps)

Sources & evidence

ORD record
ord-1cb81f0ac9e7464f89bdac8b1f1901db
Source dataset
uspto-grants-2005_05
Patent number
US06897231B2

Reaction notes

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