Water → HCID 57990370, compound

HRID 2281428Notes

Reaction equation

HRID 2281428 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[C:10]([F:11])=[CH:9][NH:8][C:6]=2[N:7]=1.[CH:13]1([NH2:17])[CH2:16][CH2:15][CH2:14]1.C(Cl)Cl.O>C(O)CCC>[Cl:1][C:2]1[N:3]=[C:4]([NH:17][CH:13]2[CH2:16][CH2:15][CH2:14]2)[C:5]2[C:10]([F:11])=[CH:9][NH:8][C:6]=2[N:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 75645CyclobutylamineHCID 594420712,4-Dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 57990370HCID 57990370, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A solution of 2,4-dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (50 mg, 0.24 mmol), cyclobutylamine (0.041 mL, 0.48 mmol) and TEA (0.070 mL, 0.50 mmol) in nBuOH (2 mL) was stirred at 70° C. for 5 h. CH2Cl2 and H2O were added. The organic phase was separated, washed with 5% NaHCO3, then with 1N HCl, dried over Na2SO4, concentrated in vacuo to give 2-chloro-N-cyclobutyl-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-4-amine (54 mg).

Workup

  1. customThe organic phase was separated
  2. washwashed with 5% NaHCO3
  3. dry with materialwith 1N HCl, dried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6fab2e4bd32c48dba5e9c4a5f4173ab1
Source dataset
uspto-grants-2015_09
Patent number
US09139581B2

Reaction notes

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