Dichloromethane → HCID 68862321, compound

HRID 2109404Notes

Reaction equation

HRID 2109404 reaction equation
FC(F)(F)C(O)=O.C(OC([NH:15][C:16]1[CH:17]=[C:18]([CH:42]=[CH:43][C:44]=1[O:45][CH3:46])[C:19]([NH:21][NH:22][C:23]([C:25]1[O:26][CH:27]=[C:28]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:29]=1[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:24])=[O:20])=O)(C)(C)C.ClCCl>C(Cl)(Cl)Cl.[OH-].[Na+]>[NH2:15][C:16]1[CH:17]=[C:18]([CH:42]=[CH:43][C:44]=1[O:45][CH3:46])[C:19]([NH:21][NH:22][C:23]([C:25]1[O:26][CH:27]=[C:28]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[C:29]=1[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)=[O:24])=[O:20]

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 68861634HCID 68861634, compound

Product 1

HCID 68862321HCID 68862321, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 14798Sodium HydroxideSolvent

Procedure

Trifluoroacetic acid (8.00 ml) was added dropwise to a mixture of the compound of Example 40 (4.81 g) and dichloromethane (10 ml) at 25° C., and the mixture was stirred overnight. The reaction solution was diluted with chloroform and neutralized with 1 M aqueous sodium hydroxide solution. The thus-precipitated crystals were collected by filtration, thereby giving 3.85 g of the desired compound. HPLC retention time: 3.36 minutes.

Workup

  1. filtrationThe thus-precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-ac09adc71ffa43068a3a2c2d2d70212e
Source dataset
uspto-grants-2009_04
Patent number
US07514452B2

Reaction notes

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