Hydrochloric Acid → HCID 67497334, compound

HRID 1628340Notes

Reaction equation

HRID 1628340 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@H:9]([NH:25]C(=O)OC(C)(C)C)[C:10]([NH:12][C:13]2[N:17]([CH3:18])[N:16]=[C:15]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)[CH:14]=2)=[O:11])=[CH:4][CH:3]=1.Cl>O1CCOCC1>[NH2:25][C@@H:9]([CH2:8][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)[C:10]([NH:12][C:13]1[N:17]([CH3:18])[N:16]=[C:15]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)[CH:14]=1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67496994HCID 67496994, compound

Product 1

HCID 67497334HCID 67497334, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a 100 ml flask was added tert-butyl (S)-3-(4-fluorophenyl)-1-(1-methyl-3-(pyridin-4-yl)-1H-pyrazol-5-ylamino)-1-oxopropan-2-ylcarbamate 103.1.A (1.35 g, 3.07 mmole), 18 ml of 4N-hydrogen chloride solution in 1,4-dioxane and 9 ml of 1,4-dioxane. The reaction was stirred at room temperature for 2 hours at which time the solvent was removed by rotary evaporation. The residue was suspended in ethyl acetate, and washed successively with saturated sodium bicarbonate, water and brine. The organic layer was dried over anhydrous sodium sulfate, and concentrated in vacuo to give 103.1.B (905 mg, 87% yield) as colorless crystals.

Workup

  1. customwas removed by rotary evaporation
  2. washwashed successively with saturated sodium bicarbonate, water and brine
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bde6d849aa0f433bbd88ef9b5c3e9f3f
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

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