Triethylamine → HCID 178509143, compound

HRID 2278841Notes

Reaction equation

HRID 2278841 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][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:17])[NH:15][NH2:16])=[N:6]1.[NH2:22][C:23](=S)[C:24](OCC)=[O:25].C(N(CC)CC)C>CO>[NH2:22][C:23]1[N:16]=[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:18]=[CH:19][CH:20]=[CH:21][C:2]=3[F:1])[N:6]=2)=[N:17][C:24]=1[OH:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2733398Ethyl thiooxamateHCID 178512735HCID 178512735, compound

Product 1

HCID 178509143HCID 178509143, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.000 g (7.035 mmol) of 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidohydrazide in 50 ml of methanol were initially introduced and admixed with 0.937 g (7.035 mmol) of ethyl amino(thioxo)acetate, and 1.424 g (14.070 mmol) of triethylamine were admixed and the mixture was heated under reflux for 5 h. The reaction mixture was left to stand overnight, and the precipitate was filtered off with suction, washed with a little ethanol and dried under high vacuum. This gave 1.892 g of the target compound (purity 94%; 75% of theory).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 h
  3. waitThe reaction mixture was left
  4. filtrationthe precipitate was filtered off with suction
  5. washwashed with a little ethanol
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-ae0714cc9c4b4ca4a889e05377b1025d
Source dataset
uspto-grants-2015_09
Patent number
US09133191B2

Reaction notes

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