HCID 178524910, compound → HCID 178515236, compound

HRID 1471813Notes

Reaction equation

HRID 1471813 reaction equation
[O:1]=[C:2]1[C:10]2[C:5]([C:6]3[C:7](=[C:11](C(O)=O)[NH:12][CH:13]=3)[NH:8][CH:9]=2)=[N:4][N:3]1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C=O)C>[C:17]1([N:3]2[C:2](=[O:1])[C:10]3[C:5]([C:6]4[C:7](=[CH:11][NH:12][CH:13]=4)[NH:8][CH:9]=3)=[N:4]2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 1

HCID 178524910HCID 178524910, compound

Product 1

HCID 178515236HCID 178515236, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
220 °C

Procedure

3-Oxo-2-phenyl-2,3,5,7-tetrahydropyrazolo[3,4-d]pyrrolo[3,4-b]pyridine-6-carboxylic acid was dissolved in DMF (0.3 M) and heated at 220° C. in a microwave for 20 minutes. The crude reaction mixture was concentrated and column chromatography afforded the title compound as a brown solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.07 (t, J=4.4 Hz, 1H) 7.14 (s, 1H) 7.36 (t, J=4.4 Hz, 2H) 7.44 (s, 1H) (8.15 (d, J=7.6 Hz, 1H) 8.29 (d, J=6.4 Hz 1H) 12.06 (s, 1H) 12.34 (s, 1H).

Workup

  1. customThe crude reaction mixture
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-e1f345dc0aae4f908197f1a7ad4a5aa7
Source dataset
uspto-grants-2015_04
Patent number
US09012470B2

Reaction notes

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