Dichloromethane → HCID 24861063, compound

HRID 1625478Notes

Reaction equation

HRID 1625478 reaction equation
C[O:2][C:3](=[O:47])[CH:4]([C:24]1[S:25][C:26]([C:29]2[C:37]3[C:32](=[N:33][CH:34]=[CH:35][CH:36]=3)[N:31](S(C3C=CC=CC=3)(=O)=O)[CH:30]=2)=[CH:27][CH:28]=1)[NH:5][C:6]([C:8]1[C:9](=[O:23])[N:10]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[C:17]([F:22])[CH:16]=2)[CH:11]=[CH:12][CH:13]=1)=[O:7].C(Cl)Cl.C[O-].[Na+]>CO>[F:22][C:17]1[CH:16]=[C:15]([CH:20]=[CH:19][C:18]=1[F:21])[CH2:14][N:10]1[CH:11]=[CH:12][CH:13]=[C:8]([C:6]([NH:5][CH:4]([C:24]2[S:25][C:26]([C:29]3[C:37]4[C:32](=[N:33][CH:34]=[CH:35][CH:36]=4)[NH:31][CH:30]=3)=[CH:27][CH:28]=2)[C:3]([OH:47])=[O:2])=[O:7])[C:9]1=[O:23]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 10942334Sodium MethoxideHCID 68607545HCID 68607545, compound

Product 1

HCID 24861063HCID 24861063, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

[5-(1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-thiophen-2-yl]-{[1-(3,4-difluoro-benzyl)-2-oxo-1,2-dihydro-pyridine-3-carbonyl]-amino}-acetic acid methyl ester (0.085 g, 0.00012 mol;) was dissolved in Methylene chloride (3 mL, 0.05 mol;) then 0.5 M of Sodium methoxide in methanol (3 mL) was added and the reaction was heated at 75 C for 1 hour. LC-MS showed the disappearance of starting material and the appearance of product at 1.34 520.75. The reaction was concentrated and dissolved in DMSO and methanol 1:1 for purification by Gilson Preparative HPLC. ES (+) MS m/e=520.75

Workup

  1. temperaturethe reaction was heated at 75 C for 1 hour
  2. concentrationThe reaction was concentrated
  3. dissolutiondissolved in DMSO
  4. custommethanol 1:1 for purification by Gilson Preparative HPLC

Sources & evidence

ORD record
ord-f77f2e6effb441fbab4a8b87dc87f2a8
Source dataset
uspto-grants-2014_07
Patent number
US08778977B2

Reaction notes

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