1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide → HCID 178508326, compound

HRID 1241457Notes

Reaction equation

HRID 1241457 reaction equation
[F:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14](=[NH:16])[NH2:15])=[N:6]1.[C:21]([CH:23](/[N:29]=[N:30]/[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:24](OCC)=[O:25])#[N:22]>>[NH2:22][C:21]1[N:15]=[C:14]([C:7]2[C:8]3[C:9](=[N:10][CH:11]=[CH:12][CH:13]=3)[N:5]([CH2:4][C:3]3[CH:17]=[CH:18][CH:19]=[CH:20][C:2]=3[F:1])[N:6]=2)[N:16]=[C:24]([OH:25])[C:23]=1/[N:29]=[N:30]/[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

3

Reactant 2

HCID 114039861-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamideHCID 178472140HCID 178472140, compound

Product 1

HCID 178508326HCID 178508326, compound

Procedure

2.43 g (9.02 mmol) of 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide from example I and ethyl cyano[(E)-phenyldiazenyl]acetate (1.96 g, 9.02 mmol) were heated under reflux for 12 h. After cooling to room temperature, the precipitate which had separated out was filtered off and washed several times with toluene. Flash chromatography (CH2Cl2/ethyl acetate 50:1→EA) afforded the desired product.

Workup

  1. temperatureunder reflux for 12 h
  2. customthe precipitate which had separated out
  3. filtrationwas filtered off
  4. washwashed several times with toluene

Sources & evidence

ORD record
ord-0a5970f0a4084a95be5c28136c5c0411
Source dataset
uspto-grants-2006_10
Patent number
US07115599B2

Reaction notes

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