3,4-bis(Benzyloxy)-6-(cyclopropylethynyl)pyridazine → HCID 178518807, compound

HRID 927135Notes

Reaction equation

HRID 927135 reaction equation
C([O:8][C:9]1[N:10]=[N:11][C:12]([C:23]#[C:24][CH:25]2[CH2:27][CH2:26]2)=[CH:13][C:14]=1[O:15]CC1C=CC=CC=1)C1C=CC=CC=1>C(O)C>[CH:25]1([CH2:24][CH2:23][C:12]2[CH:13]=[C:14]([OH:15])[C:9](=[O:8])[NH:10][N:11]=2)[CH2:27][CH2:26]1

Participants

3

Reactant 1

HCID 712704713,4-bis(Benzyloxy)-6-(cyclopropylethynyl)pyridazine2×

Product 1

HCID 178518807HCID 178518807, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared as described for 4-hydroxy-6-(2-phenethyl)pyridazin-3(2H)-one (Example 1) from 3,4-bis(benzyloxy)-6-(cyclopropylethynyl)pyridazine (Intermediate 18) except that the reaction was carried out in ethanol. The resulting crude product was purified by preparative HPLC under acidic conditions to afford 6-(2-cyclopropylethyl)-4-hydroxypyridazin-3(2H)-one as a cream solid (14% yield).

Workup

  1. customPrepared
  2. customThe resulting crude product was purified by preparative HPLC under acidic conditions

Sources & evidence

ORD record
ord-416ad1f0ab464eac880f95009172fd39
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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