Ammonia → 2-Chloro-7H-pyrrolo[2,3-d]pyrimidin-4-amine

HRID 2281477Notes

Reaction equation

HRID 2281477 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH:10]=[CH:9][NH:8][C:6]=2[N:7]=1.[NH3:12]>CCOC(C)=O>[Cl:1][C:2]1[N:3]=[C:4]([NH2:12])[C:5]2[CH:10]=[CH:9][NH:8][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 141168712,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 598923042-Chloro-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine (0.1 g, 0.53 mmol) in Ammonia (7 N in MeOH, 1 mL) was heated at 100° C. for 24 h, then it was diluted with EtOAc, washed with Sat. NaHCO3, brine, dried and concentrated to give 2-chloro-7H-pyrrolo[2,3-d]pyrimidine-4-amine (0.06 g).

Workup

  1. washwashed with Sat. NaHCO3, brine
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-03501a093aa144c79d5062695e34fdd9
Source dataset
uspto-grants-2015_09
Patent number
US09139581B2

Reaction notes

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