Ammonia → HCID 90310728, compound

HRID 1519157Notes

Reaction equation

HRID 1519157 reaction equation
[CH:1]1([C:5]2[CH:10]=[CH:9][C:8]([C:11]3[N:12]=[CH:13][C:14]([NH2:17])=[N:15][CH:16]=3)=[C:7]([F:18])[C:6]=2[O:19][CH2:20][CH:21]2[CH2:23][O:22]2)[CH2:4][CH2:3][CH2:2]1.[NH3:24]>CO>[NH2:24][CH2:23][CH:21]([OH:22])[CH2:20][O:19][C:6]1[C:5]([CH:1]2[CH2:2][CH2:3][CH2:4]2)=[CH:10][CH:9]=[C:8]([C:11]2[CH:16]=[N:15][C:14]([NH2:17])=[CH:13][N:12]=2)[C:7]=1[F:18]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 90310734HCID 90310734, compound

Product 1

HCID 90310728HCID 90310728, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 5-(4-cyclobutyl-2-fluoro-3-(oxiran-2-ylmethoxy)phenyl)pyrazin-2-amine (500 mg, 1.59 mmol) and 6 N NH3 in MeOH (5 mL) was stirred in a sealed tube at 60° Celsius for approximately 8 hours before cooling to rt and concentrating to dryness to give 1-amino-3-(3-(5-aminopyrazin-2-yl)-6-cyclobutyl-2-fluorophenoxy)propan-2-ol (510 mg, 96%).

Workup

  1. temperaturebefore cooling to rt
  2. concentrationconcentrating to dryness

Sources & evidence

ORD record
ord-68fce8dd2e00407f9bfaebb29c4e3306
Source dataset
uspto-grants-2015_07
Patent number
US09073876B2

Reaction notes

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