Hydrochloric Acid → HCID 59823287, compound

HRID 1801722Notes

Reaction equation

HRID 1801722 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.[NH2:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15]([CH3:20])=[CH:14]2.Cl>CO.O>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15]([CH3:20])=[CH:14]3)[C:5]([F:9])=[CH:4][N:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 27339925-Amino-2-methylindole

Product 1

HCID 59823287HCID 59823287, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

2,4-Dichloro-5-fluoropyrimidine (1 mmol) and 5-amino-2-methylindole (1.5 mmol) were dissolved in 3 ml CH3OH and 9 ml H2O. After the reaction mixture was stirred at room temperature for 1 h, it was diluted with H2O, acidified with 2N HCl, and sonicated. The reaction mixture was then filtered, washed with H2O and dried to give N-(2-chloro-5-fluoropyrimidin-4-yl)-2-methyl-1H-indol-5-amine in a yield of 78%.

Workup

  1. customsonicated
  2. filtrationThe reaction mixture was then filtered
  3. washwashed with H2O
  4. customdried

Sources & evidence

ORD record
ord-5f095cbc5d9546ada197826619a416f4
Source dataset
uspto-grants-2013_01
Patent number
US08349859B2

Reaction notes

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