Sodium Bicarbonate → HCID 46897436, compound

HRID 220067Notes

Reaction equation

HRID 220067 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][N:11]=[C:10]([NH:14][CH:15]3[CH2:17][CH2:16]3)[C:9]=2[NH2:18])=[CH:4][CH:3]=1.[CH2:19]([C:21]1[N:29]=[CH:28][CH:27]=[CH:26][C:22]=1[C:23](Cl)=[O:24])[CH3:20].C([O-])(O)=O.[Na+]>C(Cl)Cl.N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([NH:18][C:23](=[O:24])[C:22]3[CH:26]=[CH:27][CH:28]=[N:29][C:21]=3[CH2:19][CH3:20])=[C:10]([NH:14][CH:15]3[CH2:16][CH2:17]3)[N:11]=[CH:12][N:13]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 20487523HCID 20487523, compoundHCID 59585163HCID 59585163, compound

Product 1

HCID 46897436HCID 46897436, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

6-(4-Chlorophenyl)-N-cyclopropylpyrimidine-4,5-diamine (1.00 g, 3.83 mmol) was initially charged in a mixture of DCM (3.20 ml) and pyridine (0.93 ml) and cooled to 0° C. Solid 2-ethylnicotinoyl chloride (780 mg, 4.60 mmol) was added, and the reaction mixture was warmed to room temperature and stirred for another hour. After addition of semisaturated NaHCO3 solution, the organic phase was separated off and concentrated under reduced pressure.

Workup

  1. temperaturethe reaction mixture was warmed to room temperature
  2. customthe organic phase was separated off
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3155a7376c474771b9807af9447832b2
Source dataset
uspto-grants-2012_06
Patent number
US08202877B2

Reaction notes

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