4-(3-chloroanilino)-6-ethoxycarbonyl-7H-pyrrolo[2,3-d]pyrimidine → 4-(3-Chloro-anilino)-6-[N-(3-methyl-but-1-yl)-carbamoyl]-7H-pyrrolo[2,3-d]pyrimidine

HRID 369868Notes

Reaction equation

HRID 369868 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[NH:5][C:6]1[C:7]2[CH:14]=[C:13]([C:15]([O:17]CC)=O)[NH:12][C:8]=2[N:9]=[CH:10][N:11]=1>CC(C)CCN>[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[NH:5][C:6]1[C:7]2[CH:14]=[C:13]([C:15](=[O:17])[NH:12][CH2:13][CH2:14][CH:7]([CH3:8])[CH3:6])[NH:12][C:8]=2[N:9]=[CH:10][N:11]=1

Participants

3

Reactant 1

HCID 212626224-(3-chloroanilino)-6-ethoxycarbonyl-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 232826864-(3-Chloro-anilino)-6-[N-(3-methyl-but-1-yl)-carbamoyl]-7H-pyrrolo[2,3-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 7894IsoamylamineSolvent

Procedure

95 mg (0.30 mmol) of 4-(3-chloro-anilino)-6-ethoxycarbonyl-7H-pyrrolo[2,3-d]pyrimidine in 1 ml of (3-methyl-but-1-yl)-amine are heated at 80° C. for 12 hours. The reaction mixture is concentrated by evaporation, the residue is dissolved in THF, concentrated by evaporation again, stirred with diethyl ether and filtered, yielding the title compound; m.p. 304-306° C.; FAB-MS: (M+H)+ =358.

Workup

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. dissolutionthe residue is dissolved in THF
  3. concentrationconcentrated by evaporation again
  4. filtrationfiltered

Sources & evidence

ORD record
ord-a7fdcdfde8954e6ca1f98e088293533d
Source dataset
uspto-grants-2000_10
Patent number
US06140332

Reaction notes

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