HCID 131724909, compound → HCID 178522015, compound

HRID 1353764Notes

Reaction equation

HRID 1353764 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([C:24]4[N:28]=[CH:27][N:26](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[N:25]=4)[CH:22]=3)[N:17](C3CCCCO3)[N:16]=2)[CH:10]=1)=[O:7]>O1CCOCC1.Cl>[NH:26]1[CH:27]=[N:28][C:24]([C:21]2[CH:22]=[C:23]3[C:18](=[CH:19][CH:20]=2)[NH:17][N:16]=[C:15]3[C:11]2[CH:10]=[C:9]([NH:8][C:6]([C:2]3[O:1][CH:5]=[CH:4][CH:3]=3)=[O:7])[CH:14]=[CH:13][CH:12]=2)=[N:25]1

Participants

4

Reactant 1

HCID 131724909HCID 131724909, compound

Product 1

HCID 178522015HCID 178522015, compoundYield 50%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

Hydrolysis was performed by stirring 2-furyl-N-(3-{1-perhydro-2H-pyran-2-yl-5[-1-(triphenylmethyl)(1,2,4-triazol-3-yl)](1H-indazol-3-yl)}phenyl)carboxamide (0.150 g, 0.207 mmol) in 4 mL of 4.0 N commercial solution of HCl in dioxane and 2 mL of 6.0 N aqueous HCl, at room temperature for 18 hours. The title compound was purified by preparative HPLC (15–80% acetonitrile in water) (0.050 g, 50% yield): 1H NMR (DMSO-d6) δ 8.8 (s, 1H), 8.6 (s, 1H), 8.3 (s, 1H), 8.0 (d, 1H), 7.8–7.7 (m, 4H), 7.5 (t, 1H), 7.3 (d, 1H), 6.6 (m, 1H); ES-MS (m/z) 371 [M+1]+.

Workup

  1. customHydrolysis
  2. customThe title compound was purified by preparative HPLC (15–80% acetonitrile in water) (0.050 g, 50% yield)

Sources & evidence

ORD record
ord-b54ed8ca8afc4d9797ba50c4878a7c4b
Source dataset
uspto-grants-2007_05
Patent number
US07220771B2

Reaction notes

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