Trifluoroacetic acid → HCID 69132059, compound

HRID 750747Notes

Reaction equation

HRID 750747 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][C:9]=2[O:11]CC2C=CC(OC)=CC=2)[S:4][C:3]=1[C:21]([NH2:23])=[O:22].[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27]>>[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].[NH2:1][C:2]1[C:10]2[C:9](=[O:11])[CH:8]=[CH:7][NH:6][C:5]=2[S:4][C:3]=1[C:21]([NH2:23])=[O:22]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10336677HCID 10336677, compound

Product 1

HCID 69132059HCID 69132059, compound

Procedure

A solution of 2.43 g 3-amino-4-(4-methoxy-benzyloxy)-thieno[2,3-b]pyridine-2-carboxylic acid amide (Example 18) was stirred 6 h in 20 mL trifluoroacetic acid with a drying tube. The reaction was concentrated in vacuo and then co-evaporated 3 times with toluene and 2 times with CH2Cl2 to give a yellow resin. This was triturated in EtOAc and filtered to give 1.88 g 3-amino-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-2-carboxylic acid amide trifluoroacetic acid salt as a yellow solid.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customto give a yellow resin
  3. customThis was triturated in EtOAc
  4. filtrationfiltered

Sources & evidence

ORD record
ord-b3733946eab940fcad6eacce57782bc8
Source dataset
uspto-grants-2008_07
Patent number
US07405225B2

Reaction notes

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