Hydrochloric Acid → HCID 118060440, compound

HRID 2274793Notes

Reaction equation

HRID 2274793 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([N:11]3[CH:15]=[C:14]([C:16]4[C:24]5[C:19](=[CH:20][C:21]([F:25])=[CH:22][CH:23]=5)[N:18]([S:26]([C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)(=[O:28])=[O:27])[CH:17]=4)[CH:13]=[N:12]3)[CH2:7][CH2:6]2)[O:4]CC1.Cl>C1COCC1>[F:25][C:21]1[CH:20]=[C:19]2[C:24]([C:16]([C:14]3[CH:13]=[N:12][N:11]([CH:8]4[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]4)[CH:15]=3)=[CH:17][N:18]2[S:26]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)(=[O:28])=[O:27])=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118060369HCID 118060369, compound2×

Product 1

HCID 118060440HCID 118060440, compoundYield 43.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-(1-(1,4-dioxaspiro[4.5]decan-8-yl)-1H-pyrazol-4-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indole (Intermediate 47; 500 mg; 1.04 mmol) in THF (20 mL) was added HCl (0.35 mL; 35%). The reaction mixture was stirred overnight, concentrated, and purified by reverse phase flash chromatography to afford 197 mg (43%) of the title compound as a white solid.

Workup

  1. concentrationconcentrated
  2. custompurified by reverse phase flash chromatography

Sources & evidence

ORD record
ord-1cfec716bc064015a08b3a14145fe772
Source dataset
uspto-grants-2015_09
Patent number
US09126984B2

Reaction notes

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