Hydrochloric Acid → HCID 66886925, compound

HRID 926987Notes

Reaction equation

HRID 926987 reaction equation
C1O[C:4]2([CH:11]3[CH2:12][C:7]4([S:14]([NH2:17])(=[O:16])=[O:15])[CH2:8][CH:9]([CH2:13][CH:5]2[CH2:6]4)[CH2:10]3)[O:3]C1.Cl>C1COCC1>[NH2:17][S:14]([C:7]12[CH2:12][CH:11]3[CH2:10][CH:9]([CH2:13][CH:5]([C:4]3=[O:3])[CH2:6]1)[CH2:8]2)(=[O:15])=[O:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86609597HCID 86609597, compound

Product 1

HCID 66886925HCID 66886925, compoundYield 82.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A solution of the product of Example 54G (1.26 g, 4.63 mmol) in THF (15 mL) at room temperature was treated with 1N hydrochloric acid (14 mL). Reaction heated at 60° C. for 16 hours. Reaction quenched with saturated sodium bicarbonate, and product extracted with 20% methanol in chloroform (2×) and 40% THF in DCM (2×). Extracts dried (Na2SO4), filtered, and evaporated under reduced pressure to provide the title compound (0.880 g, 82%).

Workup

  1. customReaction
  2. customReaction
  3. customquenched with saturated sodium bicarbonate, and product
  4. extractionextracted with 20% methanol in chloroform (2×) and 40% THF in DCM (2×)
  5. dry with materialExtracts dried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-603b7be1acb8436bae497e1c8e3117d3
Source dataset
uspto-grants-2016_03
Patent number
US09290444B2

Reaction notes

Loading…