Hydrochloric Acid → HCID 136166661, compound

HRID 1882050Notes

Reaction equation

HRID 1882050 reaction equation
[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([C:21]3[NH:25][C:24]([C:26]4[S:27][CH:28]=[C:29]([CH:31]5[CH2:35][O:34]C(C)(C)[O:32]5)[N:30]=4)=[CH:23][CH:22]=3)[CH2:14][CH:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.Cl.C(=O)([O-])O.[Na+]>O1CCCC1>[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([C:21]3[NH:25][C:24]([C:26]4[S:27][CH:28]=[C:29]([CH:31]([OH:32])[CH2:35][OH:34])[N:30]=4)=[CH:23][CH:22]=3)[CH2:14][CH:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:9][CH:8]=2)(=[O:5])=[O:6])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 136166658HCID 136166658, compound

Product 1

HCID 136166661HCID 136166661, compoundYield 1,039.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)-4-(2,2-dimethyl-1,3-dioxolan-4-yl)-1,3-thiazole (0.19 g), 1M hydrochloric acid (4 mL) and tetrahydrofuran (6 mL) was stirred at 50° C. for 2 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was m washed with saturated brine, dried (MgSO4) and concentrated to give the title compound (1.83 g, yield 73%) as a colorless amorphous solid. MS: 503 (MH+).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was m washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-7e9b1382b8bf42e1a12aca8309099c9f
Source dataset
uspto-grants-2012_11
Patent number
US08318746B2

Reaction notes

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