Serinol → HCID 11440023, compound

HRID 639905Notes

Reaction equation

HRID 639905 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[C:4]([C:21]#[N:22])[N:3]=1.[OH:23][CH2:24][CH:25]([NH2:28])[CH2:26][OH:27]>C(O)(C)C>[F:20][C:16]1[CH:15]=[C:14]([C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[CH:7]=3)[C:2]([NH:28][CH:25]([CH2:26][OH:27])[CH2:24][OH:23])=[N:3][C:4]=2[C:21]#[N:22])[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 68294SerinolHCID 112438971-Chloro-4-(3-fluorophenyl)-6-methoxyisoquinoline-3-carbonitrile

Product 1

HCID 11440023HCID 11440023, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A suspension of 1-chloro-4-(3-fluorophenyl)-6-methoxyisoquinoline-3-carbonitrile (50 mg) and [2-hydroxy-1-(hydroxymethyl)ethyl]amine (146 mg) in 2 mL isopropanol was heated at 160 C in a microwave reactor for 8 h. The reaction was concentrated and purified by flash chromatography (0% to 5% MeOH in EtOAc) to give a white solid.

Workup

  1. temperaturewas heated at 160 C in a microwave reactor for 8 h
  2. concentrationThe reaction was concentrated
  3. custompurified by flash chromatography (0% to 5% MeOH in EtOAc)
  4. customto give a white solid

Sources & evidence

ORD record
ord-29c86a94df954061a82e49ca0b2f79cb
Source dataset
uspto-grants-2010_04
Patent number
US07691879B2

Reaction notes

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