HCID 66590284, compound → HCID 56849260, compound

HRID 1092804Notes

Reaction equation

HRID 1092804 reaction equation
[CH:1]1([N:4]([CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[C:46]([Cl:50])[C:45]=2[Cl:51])[C:5]([C:7]2[C@@H:8]([CH2:38][O:39][CH2:40][O:41][CH3:42])[N:9](C(OC(C)(C)C)=O)[CH2:10][CH2:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][O:22][C:23]3[C:28]([Cl:29])=[CH:27][CH:26]=[CH:25][C:24]=3[Cl:30])=[CH:15][CH:14]=2)=[O:6])[CH2:3][CH2:2]1>FC(F)(F)C(O)=O.ClCCl>[CH:1]1([N:4]([CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[C:46]([Cl:50])[C:45]=2[Cl:51])[C:5]([C:7]2[C@@H:8]([CH2:38][O:39][CH2:40][O:41][CH3:42])[NH:9][CH2:10][CH2:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][O:22][C:23]3[C:28]([Cl:29])=[CH:27][CH:26]=[CH:25][C:24]=3[Cl:30])=[CH:15][CH:14]=2)=[O:6])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 66590284HCID 66590284, compound

Product 1

HCID 56849260HCID 56849260, compoundYield 34.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

9A (50 mg, 64 μmol) was dissolved in 10% trifluoroacetic acid in dichloromethane. The mixture was stirred at room temperature for 2 hours. Solvent was removed under vacuum. The residue was purified by preparatory LCMS (water:acetonitrile, 40-65%) to give Compound 5 (15 mg, 33%). ESI-MS:m/z 679.3 (M+H)+.

Workup

  1. customSolvent was removed under vacuum
  2. customThe residue was purified by preparatory LCMS (water:acetonitrile, 40-65%)

Sources & evidence

ORD record
ord-b4267df1a57f4b549b728846fb9b1bcb
Source dataset
uspto-grants-2012_03
Patent number
US08129538B1

Reaction notes

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