Hydrochloric Acid → 6-Chloro-N-(1H-indol-1-yl)-4-pyrimidinamine

HRID 703458Notes

Reaction equation

HRID 703458 reaction equation
C(O)(C)C.Cl[C:6]1[CH:11]=[C:10]([Cl:12])[N:9]=[CH:8][N:7]=1.Cl.[N:14]1([NH2:23])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15]1>O>[Cl:12][C:10]1[N:9]=[CH:8][N:7]=[C:6]([NH:23][N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15]2)[CH:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 709434,6-DichloropyrimidineHCID 6432211-Aminoindole

Product 1

HCID 151582436-Chloro-N-(1H-indol-1-yl)-4-pyrimidinamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To 250 ml isopropanol, was added 4,6-dichloropyrimidine (12 g), 1 ml ethereal -HCl, and 1H-indol-1-amine (15 g). After stirring at 90° C. for seven hours, the mixture was poured into 300 ml iced water, stirred for five minutes, then extracted three times with 200 ml of ethyl acetate. The organic layer was washed with water, then dried (saturated NaCl, anhydrous MgSO4).

Workup

  1. stirringstirred for five minutes
  2. extractionextracted three times with 200 ml of ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried (saturated NaCl, anhydrous MgSO4)

Sources & evidence

ORD record
ord-27f244116b0d493693e72035fba7ed30
Source dataset
uspto-grants-1991_01
Patent number
US04983608

Reaction notes

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