Ammonia → HCID 10490451, compound

HRID 1359433Notes

Reaction equation

HRID 1359433 reaction equation
C([O:4][CH2:5][CH2:6][C:7]1[C:15]2[C:14]([Cl:16])=[N:13][C:12]([S:17][CH3:18])=[N:11][C:10]=2[NH:9][CH:8]=1)(=O)C.N>CO>[OH:4][CH2:5][CH2:6][C:7]1[C:15]2[C:14]([Cl:16])=[N:13][C:12]([S:17][CH3:18])=[N:11][C:10]=2[NH:9][CH:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 10541163HCID 10541163, compound

Product 1

HCID 10490451HCID 10490451, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

The above pyrrolopyrimidine (1.3) (2.14 g, 7.5 mmol) was suspended in 20 ml methanol and 0.880 ammonia (10 ml) added and the solution stirred at 40° C. overnight. The solvent was removed and the product suspended in methanol and filtered to give a pale yellow solid. Yield 0.71 g. A further 1.05 g was isolated by concentration of the mother liquors. Overall yield 1.76 g, 96%. δH 2.52 (3H, s, SCH3), 2.91 (2H, t, J 7.1 Hz, OCH2CH2), 3.65 (2H, t, J 6.9 Hz, OCH2), 4.68 (1H, t, OH), 7.27 (1H, s, H6), 12.12 (1H, s, NH) ppm.

Workup

  1. customThe solvent was removed
  2. filtrationfiltered
  3. customto give a pale yellow solid
  4. customA further 1.05 g was isolated by concentration of the mother liquors

Sources & evidence

ORD record
ord-8cadd48faced4c8e98df79e6a9980dbb
Source dataset
uspto-grants-2003_07
Patent number
US06600028B1

Reaction notes

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