Hydrochloric Acid → N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-1-methyl-4-(1-propenyl)-1H-pyrazole-5-sulfonamide

HRID 620672

Reaction equation

HRID 620672 reaction equation
[CH2:1]([C:4]1[CH:5]=[N:6][N:7]([CH3:13])[C:8]=1[S:9]([NH2:12])(=[O:11])=[O:10])[CH:2]=[CH2:3].C1(N[C:21](=O)[O-:22])C=CC=CC=1.[CH3:24][O:25][C:26]1[CH:31]=[C:30]([O:32][CH3:33])[N:29]=[C:28]([NH2:34])[N:27]=1.N12CCCN=C1CCCCC2.Cl>C(#N)C>[CH3:24][O:25][C:26]1[CH:31]=[C:30]([O:32][CH3:33])[N:29]=[C:28]([NH:34][C:21]([NH:12][S:9]([C:8]2[N:7]([CH3:13])[N:6]=[CH:5][C:4]=2[CH:1]=[CH:2][CH3:3])(=[O:11])=[O:10])=[O:22])[N:27]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 212437414-(2-Propenyl)-1-methyl-5-pyrazole sulfonamideHCID 21896570Phenylcarbamate

Product 1

HCID 54314412N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-1-methyl-4-(1-propenyl)-1H-pyrazole-5-sulfonamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The sulfonamide from Example 4 (150 mg, 0.7 mmol) and the phenylcarbamate of 4,6-dimethoxy-2-aminopyrimidine (202 mg, 0.7 mmol) were dissolved in 5 ml of acetonitrile. 1,8-Diazabicyclo[5.4.0]undec-7-ene (112 mg, 0.7 mmol) was added and the reaction was stirred for 30 minutes. Addition of 5 ml of 5% hydrochloric acid resulted in a solid, which was collected and dried to afford 280 mg of the desired product, m.p. 154°-156° C.

Workup

  1. customresulted in a solid, which
  2. customwas collected
  3. customdried

Sources & evidence

ORD record
ord-6e38367568eb4d5d867d853c97ed715c
Source dataset
uspto-grants-1989_04
Patent number
US04822403

Linked notes

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