Hydrochloric Acid → HCID 11682690, compound

HRID 2192193Notes

Reaction equation

HRID 2192193 reaction equation
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]3[NH:13][CH:14]=[C:15]([C:16]#[N:17])[C:8]=23)=[C:4]([F:20])[CH:3]=1.[Cl:21][C:22]1[CH:27]=[C:26](Cl)[N:25]=[C:24]([NH2:29])[N:23]=1.Cl.[OH-].[Na+]>O>[NH2:29][C:24]1[N:25]=[C:26]([NH:1][C:2]2[CH:19]=[CH:18][C:5]([O:6][C:7]3[CH:12]=[CH:11][N:10]=[C:9]4[NH:13][CH:14]=[C:15]([C:16]#[N:17])[C:8]=34)=[C:4]([F:20])[CH:3]=2)[CH:27]=[C:22]([Cl:21])[N:23]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 655222-Amino-4,6-dichloropyrimidineHCID 59740991HCID 59740991, compound

Product 1

HCID 11682690HCID 11682690, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

49.0 mg (0.18 mmol) of 4-(4-amino-2-fluorophenoxy)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile and 33.0 mg (0.20 mmol) of 4,6-dichloropyrimidine-2-amine are suspended in 5 ml of water. 0.12 ml (0.24 mmol) of 2N hydrochloric acid is added, and the mixture is heated at reflux overnight. Using concentrated aqueous sodium hydroxide solution, the mixture is made alkaline, and the product is purified by preparative HPLC.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux overnight
  3. customthe product is purified by preparative HPLC

Sources & evidence

ORD record
ord-1d72a085f29f4a488ec8820a56b64d11
Source dataset
uspto-grants-2012_12
Patent number
US08329716B2

Reaction notes

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