HCID 67971713, compound → HCID 67972581, compound

HRID 1804644Notes

Reaction equation

HRID 1804644 reaction equation
C([N:8]1[CH2:14][CH:13]2[CH:15]([N:16]3[CH:20]=[N:19][N:18]=[N:17]3)[CH:10]([CH2:11][CH2:12]2)[CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[N:16]1([CH:15]2[CH:13]3[CH2:12][CH2:11][CH:10]2[CH2:9][NH:8][CH2:14]3)[CH:20]=[N:19][N:18]=[N:17]1

Participants

5

Reactant 2

HCID 67971713HCID 67971713, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67972581HCID 67972581, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a nitrogen flushed solution of the title compound from Step D (790 mg, 2.93 mmol) in methanol (10 ml) was added 10% Palladium on carbon (75 mg) and the resulting mixture stirred under a balloon of hydrogen for 2 h. The mixture was filtered through Celite® and the filtrate evaporated to give the title compound 480 mg (91%) as a clear oil. 1H NMR (CDCl3): 1.80 (m, 4H), 2.82 (m, 2H), 2.95 (dd, J 13.1 and 2.7 Hz, 2H), 3.03 (d, J 12.7 Hz, 2H), 4.55 (s, 1H), 8.62 (s, 1H).

Workup

  1. filtrationThe mixture was filtered through Celite®
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-8f308798aed045cda204ea438b8766ba
Source dataset
uspto-grants-2013_01
Patent number
US08354403B2

Reaction notes

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