Hydrochloric Acid → HCID 59304995, compound

HRID 2240270Notes

Reaction equation

HRID 2240270 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[C:4]([F:9])[C:3]=1[NH:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]2[NH:17][CH:18]=[C:19]([CH3:20])[C:12]=12.[Cl:21][C:22]1[CH:27]=[C:26](Cl)[N:25]=[C:24]([NH2:29])[N:23]=1.Cl.[OH-].[Na+]>O>[Cl:21][C:22]1[N:23]=[C:24]([NH2:29])[N:25]=[C:26]([NH:8][C:6]2[CH:5]=[C:4]([F:9])[C:3]([NH:10][C:11]3[CH:16]=[CH:15][N:14]=[C:13]4[NH:17][CH:18]=[C:19]([CH3:20])[C:12]=34)=[C:2]([F:1])[CH:7]=2)[CH:27]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 655222-Amino-4,6-dichloropyrimidineHCID 59304993HCID 59304993, compound

Product 1

HCID 59304995HCID 59304995, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

27 mg (0.10 mmol) of 2,6-difluoro-N1-(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)benzene-1,4-diamine and 23 mg (0.14 mmol) of 4,6-dichloropyrimidine-2-amine are suspended in 5 ml of water. 0.14 ml of 1 M hydrochloric acid is 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 preparative HPLC.

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 preparative HPLC

Sources & evidence

ORD record
ord-043f1affa20c496cabf1f78079f0b435
Source dataset
uspto-grants-2010_05
Patent number
US07723347B2

Reaction notes

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