Hydrochloric Acid → HCID 67998152, compound

HRID 1969571Notes

Reaction equation

HRID 1969571 reaction equation
CC([S@@]([NH:7][CH:8]([C:13]1[N:14]=[C:15]2[CH:21]=[CH:20][N:19]([S:22]([C:25]3[CH:31]=[CH:30][C:28]([CH3:29])=[CH:27][CH:26]=3)(=[O:24])=[O:23])[C:16]2=[N:17][CH:18]=1)[C:9]([F:12])([F:11])[F:10])=O)(C)C.[ClH:32]>CO.CCOCC>[ClH:32].[F:11][C:9]([F:10])([F:12])[CH:8]([C:13]1[N:14]=[C:15]2[CH:21]=[CH:20][N:19]([S:22]([C:25]3[CH:31]=[CH:30][C:28]([CH3:29])=[CH:27][CH:26]=3)(=[O:23])=[O:24])[C:16]2=[N:17][CH:18]=1)[NH2:7]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58557331HCID 58557331, compound

Product 1

HCID 67998152HCID 67998152, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of (S)-2-methyl-N-(2,2,2-trifluoro-1-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)ethyl)propane-2-sulfinamide (1.40 g, 2.95 mmol) in MeOH (20 mL) was added HCl (4 N in 1,4-dioxane, 7.38 mL, 29.5 mmol). After about 2 h, the reaction mixture was partially concd in vacuo and diluted with Et2O until solids began to form. After about 30 min, the resulting solids were collected by filtration and dried in vacuo to provide 2,2,2-trifluoro-1-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)ethanamine hydrochloride (0.840 g, 70%) as a solid. LC/MS (Table 1, Method a) Rt=2.16 min; MS m/z 371 (M+H)+.

Workup

  1. customto form
  2. waitAfter about 30 min
  3. filtrationthe resulting solids were collected by filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-9eee72931600479b87183dc8ba3b1b60
Source dataset
uspto-grants-2013_04
Patent number
US08426411B2

Reaction notes

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