Hydrochloric Acid → HCID 59305009, compound

HRID 2240268Notes

Reaction equation

HRID 2240268 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][C:9]([NH:10][C:11]3[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=3)=[C:4]2[CH:3]=[CH:2]1.[Cl:18][C:19]1[CH:24]=[C:23](Cl)[N:22]=[C:21]([NH2:26])[N:20]=1.Cl.[OH-].[Na+]>O>[Cl:18][C:19]1[N:20]=[C:21]([NH2:26])[N:22]=[C:23]([NH:17][C:14]2[CH:15]=[CH:16][C:11]([NH:10][C:9]3[CH:8]=[CH:7][N:6]=[C:5]4[NH:1][CH:2]=[CH:3][C:4]=34)=[CH:12][CH:13]=2)[CH:24]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 655222-Amino-4,6-dichloropyrimidineHCID 59305021HCID 59305021, compound

Product 1

HCID 59305009HCID 59305009, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

125 mg (0.56 mmol) of N-1H-pyrrolo[2,3-b]pyridin-4-ylbenzene-1,4-diamine and 118 mg (0.72 mmol) of 4,6-dichloropyrimidine-2-amine are suspended in 5 ml of water. 0.72 ml of 1 M hydrochloric acid are added, and the mixture is heated at 100° C. overnight. Using 1N aqueous sodium hydroxide solution, the suspension is then adjusted to pH 10, resulting in the precipitation of crystals. The solid is filtered off and washed with water. The crude product is purified by column chromatography on silica gel (mobile phase: dichloromethane/methanol (7 M ammonia) 100:1 to 10:1).

Workup

  1. customresulting in the precipitation of crystals
  2. filtrationThe solid is filtered off
  3. washwashed with water
  4. customThe crude product is purified by column chromatography on silica gel (mobile phase: dichloromethane/methanol (7 M ammonia) 100:1 to 10:1)

Sources & evidence

ORD record
ord-123d404f55e547fe87bce2465ba3c593
Source dataset
uspto-grants-2010_05
Patent number
US07723347B2

Reaction notes

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