HCID 58514439, compound → HCID 136017217, compound

HRID 1968431Notes

Reaction equation

HRID 1968431 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH:16]=[C:17]([CH3:19])[S:18][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]([F:32])=[CH:28][CH:27]=2)=[CH:23][N:24]=1)C1C=CC=CC=1>C(Cl)Cl>[F: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[S:18][C:17]([CH3:19])=[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 58514439HCID 58514439, compound

Product 1

HCID 136017217HCID 136017217, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of example 3 (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-d85e9d5abc6042ac8d6be710f9b928d1
Source dataset
uspto-grants-2013_04
Patent number
US08426405B2

Reaction notes

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