HCID 58126958, compound → HCID 136210927, compound

HRID 1971822Notes

Reaction equation

HRID 1971822 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH:16]=[CH:17][N:18]([CH3:19])[C:12]2=[N:11][C:10]=1[C:20]1[S:21][C:22]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)=[CH:23][N:24]=1)C1C=CC=CC=1>C(Cl)Cl>[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([CH2:25][C:22]2[S:21][C:20]([C:10]3[N:11]=[C:12]4[N:18]([CH3:19])[CH:17]=[CH:16][N:13]4[C:14](=[O:15])[C:9]=3[OH:8])=[N:24][CH:23]=2)=[CH:27][CH:28]=1

Participants

3

Reactant 1

HCID 58126958HCID 58126958, compound

Product 1

HCID 136210927HCID 136210927, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of example 11 (0.135 mmol) in CH2Cl2 (4 ml) was added FeCl3 (66 mg, 0.402 mmol) at room temperature. The mixture was stirred at room temperature for 2 hours, after which CH2Cl2 was evaporated under reduced pressure and ethyl acetate (30 ml) was added. Then the mixture was washed by 1N HCl (10 ml), H2O (10 ml) and brine (10 ml) successively, dried over Na2SO4 and concentrated into about 1 ml. The resulting solids were collected by filtration and washed with cold ethyl acetate (2-3 ml) to give the desired product.

Workup

  1. customafter which CH2Cl2 was evaporated under reduced pressure and ethyl acetate (30 ml)
  2. additionwas added
  3. washThen the mixture was washed by 1N HCl (10 ml), H2O (10 ml) and brine (10 ml) successively
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated into about 1 ml
  6. filtrationThe resulting solids were collected by filtration
  7. washwashed with cold ethyl acetate (2-3 ml)

Sources & evidence

ORD record
ord-0ac9d2bb3353424b939bbda08531497c
Source dataset
uspto-grants-2013_04
Patent number
US08431581B2

Reaction notes

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