5,6-bis(Benzyloxy)-N-(cyclohexylmethyl)-N-methylpyridazin-3-amine → HCID 178482712, compound

HRID 927157Notes

Reaction equation

HRID 927157 reaction equation
C1(CN(C)C2C=C(O)C(=O)NN=2)CC1.C([O:22][C:23]1[CH:24]=[C:25]([N:37]([CH2:39][CH:40]2[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]2)[CH3:38])[N:26]=[N:27][C:28]=1[O:29]CC1C=CC=CC=1)C1C=CC=CC=1>>[CH:40]1([CH2:39][N:37]([CH3:38])[C:25]2[CH:24]=[C:23]([OH:22])[C:28](=[O:29])[NH:27][N:26]=2)[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45]1

Participants

3

Reactant 2

HCID 712701775,6-bis(Benzyloxy)-N-(cyclohexylmethyl)-N-methylpyridazin-3-amine2×HCID 178482567HCID 178482567, compound

Product 1

HCID 178482712HCID 178482712, compoundYield 26%

Procedure

Prepared according to the procedure for 6-((cyclopropylmethyl)(methyl)amino)-4-hydroxypyridazin-3(2H)-one (Example 37) using 5,6-bis(benzyloxy)-N-(cyclohexylmethyl)-N-methylpyridazin-3-amine (Intermediate 47) but purified by reverse phase C18 chromatography, eluting with 5-100% acetonitrile/water with a 0.1% ammonia modifier in both the water and acetonitrile to give the title compound as a pale cream solid (45 mg, 26%).

Workup

  1. customPrepared
  2. custompurified by reverse phase C18 chromatography
  3. washeluting with 5-100% acetonitrile/water with a 0.1% ammonia modifier in both the water and acetonitrile

Sources & evidence

ORD record
ord-2bd73550bdcd4e62a43b7b4ada92f2cc
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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