2-Propanol, reaction products with ammonia, distn. residues → HCID 59486241, compound

HRID 912556Notes

Reaction equation

HRID 912556 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([Cl:12])[C:3]=1[NH:13][C:14]1[C:19]([C:20]2[CH:25]=[C:24](S(C)=O)[N:23]=[CH:22][N:21]=2)=[N:18][CH:17]=[CH:16][N:15]=1.[NH3:29].CC(O)C>>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([Cl:12])[C:3]=1[NH:13][C:14]1[C:19]([C:20]2[N:21]=[CH:22][N:23]=[C:24]([NH2:29])[CH:25]=2)=[N:18][CH:17]=[CH:16][N:15]=1

Participants

3

Reactant 2

HCID 183319422-Propanol, reaction products with ammonia, distn. residuesHCID 59486237HCID 59486237, compound

Product 1

HCID 59486241HCID 59486241, compound

Conditions

Temperature
100 °C

Procedure

(2,6-Dichloro-3,5-dimethoxy-phenyl)-[3-(6-methanesulfinyl-pyrimidin-4-yl)-pyrazin-2-yl]-amine 7 (200 mg, 0.414 mmol) is suspended in ammonia/2-propanol solution (2M, 3 mL, 6 mmol) in a sealed tube. After stirring at 100° C. overnight, the reaction is cooled to room temperature. The light yellow solid is collected by filtration, washed with water and 2-propanol, and dried to afford the desired product (6-[3-(2,6-dichloro-3,5-dimethoxy-phenylamino)-pyrazin-2-yl]-pyrimidin-4-ylamine (40). The filtrate can be used for further purification to give an additional product.

Workup

  1. temperaturethe reaction is cooled to room temperature
  2. filtrationThe light yellow solid is collected by filtration
  3. washwashed with water and 2-propanol
  4. customdried

Sources & evidence

ORD record
ord-bbaa894269bf41c2be4d1d4bc27dd609
Source dataset
uspto-grants-2011_09
Patent number
US08026243B2

Reaction notes

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