Hydrochloric Acid → HCID 71711499, compound

HRID 2038226Notes

Reaction equation

HRID 2038226 reaction equation
[F:1][C:2]([F:31])([F:30])[C@@H:3]([NH:25][S:26]([CH3:29])(=[O:28])=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH:11][CH2:12][C@H:13]([O:17][C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][N:19]=2)[CH2:14][O:15][CH3:16])=[CH:6][CH:5]=1.[ClH:32]>CCO>[ClH:32].[F:31][C:2]([F:1])([F:30])[C@@H:3]([NH:25][S:26]([CH3:29])(=[O:28])=[O:27])[C:4]1[CH:5]=[CH:6][C:7]([CH2:10][NH:11][CH2:12][C@H:13]([O:17][C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][N:19]=2)[CH2:14][O:15][CH3:16])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71711498HCID 71711498, compound

Product 1

HCID 71711499HCID 71711499, compoundYield 89.36%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
10 °C

Procedure

Dissolve 175.24 g of N-[(1S)-2,2,2-Trifluoro-1-{4-[({(2S)-2-[(5-fluoropyridin-2-yl)oxy]-3-methoxypropyl}amino)methyl]phenyl}ethyl]methanesulfonamide (Example 1) in 470.29 mL of EtOH. Cool this solution to 10° C. Add 1.25 equivalents of HCl slowly via a dropping funnel, and allow the solution to warm to room temperature. Collect the resulting solids by filtration and dry at 60° C. overnight in the vacuum oven to give 150.97 g of the titled compound in 89.36% yield.

Workup

  1. temperatureto warm to room temperature
  2. customCollect the resulting solids
  3. filtrationby filtration
  4. customdry at 60° C. overnight in the vacuum oven

Sources & evidence

ORD record
ord-48d7935294fa412ea89eae25d4fd6ec3
Source dataset
uspto-grants-2013_11
Patent number
US08575352B2

Reaction notes

Loading…