HCID 178454811, compound → HCID 178522911, compound

HRID 2290042Notes

Reaction equation

HRID 2290042 reaction equation
[P:1]([O:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[C:19]2[C:24](=[C:25]([F:27])[CH:26]=1)[N:23]=[CH:22][C:21]([C:28]([NH:30][CH2:31][C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)=[O:29])=[C:20]2[OH:39])([O:8]C(C)(C)C)([O:3]C(C)(C)C)=[O:2]>C(O)(C(F)(F)F)=O.ClCCl>[P:1]([OH:3])([OH:8])([O:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[C:19]2[C:24](=[C:25]([F:27])[CH:26]=1)[N:23]=[CH:22][C:21]([C:28]([NH:30][CH2:31][C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)=[O:29])=[C:20]2[OH:39])=[O:2]

Participants

3

Reactant 1

HCID 178454811HCID 178454811, compound

Product 1

HCID 178522911HCID 178522911, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of 95 mg of compound of Example 267 (F-2 wherein X=CH2 and Y=F) in 1 mL of 1:1 TFA-dichloromethane is stirred for 30 min, then added dropwise to 50 mL of rapidly stirred 2:1 ether-hexane. The solid is filtered off, washed with hexane, and dried under vacuum to provide 65 mg of the title compound as a white solid.

Workup

  1. additionadded dropwise to 50 mL
  2. filtrationThe solid is filtered off
  3. washwashed with hexane
  4. customdried under vacuum

Sources & evidence

ORD record
ord-8026964947174b84a296c1af819c8e11
Source dataset
uspto-grants-2000_07
Patent number
US06093732

Reaction notes

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