Hydrochloric Acid → HCID 58975210, compound

HRID 736984Notes

Reaction equation

HRID 736984 reaction equation
[Li].C[O:3][C:4](=[O:26])[C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([CH:23]3[CH2:25][CH2:24]3)=[CH:15]2)(=[O:13])=[O:12])=[CH:7][CH:6]=1.O1CCOCC1.Cl>O>[CH:23]1([C:16]2[C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:14]([S:11]([C:8]3[CH:7]=[CH:6][C:5]([C:4]([OH:26])=[O:3])=[CH:10][CH:9]=3)(=[O:12])=[O:13])[CH:15]=2)[CH2:24][CH2:25]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 3028194LithiumHCID 58975219HCID 58975219, compound

Product 1

HCID 58975210HCID 58975210, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Add lithium hydroxidemonohydrate (181 mg, 4.31 mmol) to a solution of 4-(3-cyclopropyl-indole-1-sulfonyl)-benzoic acid methyl ester (505 mg, 1.42 mmol) in 3:1 dioxane:water (6.0 mL). Stir the mixture at RT for 4 h, dilute with water (80 mL) and add 1N HCl until mixture reaches pH 2. Collect the white solid by filtration and dry overnight under vacuum to give the title compound (450 mg, 93%). MS (ES) 341.9 (M+1)+, 340.1 (M−1)−.

Workup

  1. customCollect the white solid
  2. filtrationby filtration
  3. customdry overnight under vacuum

Sources & evidence

ORD record
ord-1370bc5df79a4cb3975406f083d089b8
Source dataset
uspto-grants-2009_09
Patent number
US07595339B2

Reaction notes

Loading…