Hydrochloric Acid → HCID 67981302, compound

HRID 1520081Notes

Reaction equation

HRID 1520081 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH:18]=[C:17]([C:19]4[C:27]5[C:22](=[CH:23][CH:24]=[C:25]([C:28]([O:30]C)=[O:29])[CH:26]=5)[NH:21][N:20]=4)[N:16]=[N:15]3)=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH-].[Li+].Cl>C1COCC1.O>[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH:18]=[C:17]([C:19]4[C:27]5[C:22](=[CH:23][CH:24]=[C:25]([C:28]([OH:30])=[O:29])[CH:26]=5)[NH:21][N:20]=4)[N:16]=[N:15]3)=[CH:10][CH:9]=2)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 57405009HCID 57405009, compound

Product 1

HCID 67981302HCID 67981302, compoundYield 107.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 3-{1-[4-(morpholin-4-ylmethyl)phenyl]-1H-1,2,3-triazol-4-yl}-1H-indazole-5-carboxylate (351 mg; 0.84 mmol; 1.0 eq.) and lithium hydroxide (201 mg; 8.4 mmol; 10 eq.) in THF (3.5 mL) and water (3.5 mL) was stirred O/N at 40° C. A 5N solution of HCl was then added and the precipitate was filtered, rinsed with water and dried under reduced pressure at 40° C. O/N to give the title compound as a white powder (366 mg, 100%). UPLC/MS: (MS+) 405.1, (MS−) 403.1.

Workup

  1. filtrationthe precipitate was filtered
  2. washrinsed with water
  3. customdried under reduced pressure at 40° C

Sources & evidence

ORD record
ord-f03a540ae3cf4e868e8b7012d2acd45d
Source dataset
uspto-grants-2015_07
Patent number
US09073892B2

Reaction notes

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