Hydrochloric Acid → HCID 136184229, compound

HRID 1879935Notes

Reaction equation

HRID 1879935 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH:16]=[C:17]([N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)[CH:18]=[CH:19][C:12]2=[N:11][C:10]=1[C:26]1[N:30]=[C:29]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)[O:28][N:27]=1)C1C=CC=CC=1.Cl>ClCCl>[F:38][C:35]1[CH:34]=[CH:33][C:32]([CH2:31][C:29]2[O:28][N:27]=[C:26]([C:10]3[N:11]=[C:12]4[CH:19]=[CH:18][C:17]([N:20]5[CH2:21][CH2:22][O:23][CH2:24][CH2:25]5)=[CH:16][N:13]4[C:14](=[O:15])[C:9]=3[OH:8])[N:30]=2)=[CH:37][CH:36]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58148007HCID 58148007, compound

Product 1

HCID 136184229HCID 136184229, compoundYield 30.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of example 22 (40 mg, 0.078 mmol) in dichloromethane (5 ml) was added FeCl3 (38 mg, 0.234 mmol), and the mixture was stirred at room temperature for 30 min. Then 1M HCl (8 ml) was added and the mixture was extracted with dichloromethane three times. The combined extracts were washed with water and brine, dried and evaporated into dryness. The residue was recrystallized from CH2Cl2/MeOH to give the titled products (10 mg, yield 30.3%).

Workup

  1. extractionthe mixture was extracted with dichloromethane three times
  2. washThe combined extracts were washed with water and brine
  3. customdried
  4. customevaporated into dryness
  5. customThe residue was recrystallized from CH2Cl2/MeOH

Sources & evidence

ORD record
ord-11f578141c29448c86eeec774bf8f580
Source dataset
uspto-grants-2012_11
Patent number
US08318732B2

Reaction notes

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