1H-Pyrrolo(2,3-b)pyridine → HCID 42635092, compound

HRID 1408486Notes

Reaction equation

HRID 1408486 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][N:8]=2)[CH:3]=[CH:2]1.CCN(C(C)C)C(C)C.Cl[C:20]1[N:25]=[CH:24][N:23]=[C:22]([NH:26][C:27]2[CH:32]=[CH:31][C:30]([O:33][C:34]([F:37])([F:36])[F:35])=[CH:29][CH:28]=2)[CH:21]=1>C(O)(CC)C>[N:1]1([C:20]2[N:25]=[CH:24][N:23]=[C:22]([NH:26][C:27]3[CH:28]=[CH:29][C:30]([O:33][C:34]([F:35])([F:36])[F:37])=[CH:31][CH:32]=3)[CH:21]=2)[C:9]2=[N:8][CH:7]=[CH:6][CH:5]=[C:4]2[CH:3]=[CH:2]1

Participants

5

Reactant 3

HCID 92221H-Pyrrolo(2,3-b)pyridineHCID 81531DiisopropylethylamineHCID 5311508714962-04-6

Product 1

HCID 42635092HCID 42635092, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6568(+-)-2-ButanolSolvent

Procedure

To a solution of compound 7-azaindole (18 mg, 0.15 mmol) in sec-BuOH (5 mL) was added DIEA (0.20 mL) and the reaction mixture was stirred for 15 min at RT. 6-Chloro-N-(4-(trifluoromethoxy)phenyl)pyrimidin-4-amine (29 mg, 0.1 mmol) was then added and the temperature was raised to 90° C. and continued stirring for another 16 h. The solvent was removed and the title compound was purified by prep. HPLC (15 mg, 40% Yield). MS m/z 372.10 (M+1).

Workup

  1. temperaturethe temperature was raised to 90° C.
  2. stirringcontinued stirring for another 16 h
  3. customThe solvent was removed
  4. customthe title compound was purified by prep

Sources & evidence

ORD record
ord-eb49d79072ff4d179e3125df463203f1
Source dataset
uspto-grants-2014_12
Patent number
US08921336B2

Reaction notes

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