HCID 18785918, compound → HCID 70276575, compound

HRID 1107733Notes

Reaction equation

HRID 1107733 reaction equation
[ClH:1].[NH2:2][C:3]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[CH2:6][CH:5]([C:12]2SC=C[CH:16]=2)[N:4]=1.[H][H]>[Pd].C(O)C>[ClH:1].[NH2:2][C:3]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[CH2:6][CH:5]([CH2:12][CH3:16])[N:4]=1

Participants

5

Reactant 2

HCID 18785918HCID 18785918, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70276575HCID 70276575, compoundYield 65.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

Palladium on charcoal (57 mg) was added as a slurry in ethanol to 7-amino-5-ethynyl-4,5-dihydrothieno[2,3-c]pyridine hydrochloride (Example 56) (113 mg, 0.531 mmol) in ethanol (6 ml) and the mixture stirred for 16 h under 3 atm. of hydrogen. The mixture was then filtered through celite, evaporated and triturated with dichloromethane to afford a white powder (75 mg), m.p. 221-223° C.

Workup

  1. filtrationThe mixture was then filtered through celite
  2. customevaporated
  3. customtriturated with dichloromethane

Sources & evidence

ORD record
ord-8e49976ac76d46e7ad23e64ff1bc2a4e
Source dataset
uspto-grants-2000_05
Patent number
US06063789

Reaction notes

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