Methanol → HCID 505744, compound

HRID 1883548Notes

Reaction equation

HRID 1883548 reaction equation
CO.C(O[C:6]([C:8]1[C:9]([NH:16][C:17]2[CH:25]=[C:24]3[C:20]([CH:21]=[N:22][NH:23]3)=[CH:19][CH:18]=2)=[N:10][C:11]([S:14][CH3:15])=[N:12][CH:13]=1)=[O:7])C.[CH:26]1([NH2:29])[CH2:28][CH2:27]1>O>[CH:26]1([NH:29][C:6]([C:8]2[C:9]([NH:16][C:17]3[CH:25]=[C:24]4[C:20]([CH:21]=[N:22][NH:23]4)=[CH:19][CH:18]=3)=[N:10][C:11]([S:14][CH3:15])=[N:12][CH:13]=2)=[O:7])[CH2:28][CH2:27]1

Participants

5

Reactant 3

HCID 887MethanolHCID 69828CyclopropylamineHCID 9151271HCID 9151271, compound

Product 1

HCID 505744HCID 505744, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the solution of methanol (20 ml) was added 4-(1H-6-indazolylamino)-2-methylthio-5-pyrimidinecarboxylic acid ethyl ester (1g) prepared from preparation example 2, added cyclopropylamine (7 ml) at room temperature, and reacted at 50° C. for 6 hr. The reaction mixture was cooled, and stirred at 25° C. for 0.5 hr with slowly adding H2O (20 ml). The reaction mixture was filtered, washed with 30% aqueous methanol solution (10 ml), obtained the desired compound (0.67 g, 65%)

Workup

  1. customprepared from preparation example 2
  2. customreacted at 50° C. for 6 hr
  3. temperatureThe reaction mixture was cooled
  4. filtrationThe reaction mixture was filtered
  5. washwashed with 30% aqueous methanol solution (10 ml)

Sources & evidence

ORD record
ord-1fc5d2d09b5848e0a9ffa9301fadfee2
Source dataset
uspto-grants-2004_07
Patent number
US06762189B1

Reaction notes

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