Thiophene → HCID 79908329, compound

HRID 256636Notes

Reaction equation

HRID 256636 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[C:3]=1[NH2:16].S1C=CC=C1.[O-2].[Ca+2].[H][H]>CO.[Pd]>[N:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][NH:8][C:4]1[C:3]([NH2:16])=[CH:2][N:7]=[CH:6][N:5]=1

Participants

7

Reactant 4

HCID 8030ThiopheneHCID 6850728CalciumoxideHCID 22309553HCID 22309553, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 79908329HCID 79908329, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

A mixture of 62.2 parts of 6-chloro-N4 -(2-pyridinylmethyl)-4,5-pyrimidinediamine, 3 parts of a solution of thiophene in methanol 4%, 20 parts of calcium oxide and 400 parts of methanol was hydrogenated at normal pressure and at 50° C. with 5 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 63.5 parts (100%) of N4 -(2-pyridinylmethyl)-4,5-pyrimidinediamine as a residue (interim. 15).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-79bd140305a9406aa39d8bc881a7d35d
Source dataset
uspto-grants-1993_11
Patent number
US05258380

Reaction notes

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