HCID 22479857, compound → HCID 178445138, compound

HRID 1272949Notes

Reaction equation

HRID 1272949 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-2ee3a9ee931c4ba1bc650f0f3b1ab309
Source dataset
uspto-grants-2007_04
Patent number
US07208513B2

Reaction notes

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