HCID 66650321, compound → HCID 16067517, compound

HRID 418209Notes

Reaction equation

HRID 418209 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[N:11]3[N:15]=[CH:16][C:17]([C:18]([OH:20])=O)=[C:10]3[N:9]=2)=[CH:4][CH:3]=1.O[NH:22][C:23]([C:25]1[S:26][C:27]([S:30](=[O:33])(=[O:32])[NH2:31])=[CH:28][CH:29]=1)=[NH:24]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[N:11]3[N:15]=[CH:16][C:17]([C:18]4[O:20][N:24]=[C:23]([C:25]5[S:26][C:27]([S:30]([NH2:31])(=[O:33])=[O:32])=[CH:28][CH:29]=5)[N:22]=4)=[C:10]3[N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 66650321HCID 66650321, compoundHCID 178513361HCID 178513361, compound

Product 1

HCID 16067517HCID 16067517, compound

Procedure

The title compound was prepared from 5-(4-chloro-phenyl)-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.24) (144 mg, 0.5 mmol) and N-hydroxy-5-sulfamoyl-thiophene-2-carboxamidine (example B.2) (166 mg, 0.75 mmol) according to general procedure II. Obtained after purification by column chromatography (dichloromethane/MeOH/NH4OH)) and crystallization (MeOH/dichloromethane) as a light yellow solid (79 mg, 33%). MS (ISP) 473.3 [(M+H)+]; mp 253° C.

Workup

  1. customObtained
  2. customafter purification by column chromatography (dichloromethane/MeOH/NH4OH)) and
  3. customcrystallization (MeOH/dichloromethane) as a light yellow solid (79 mg, 33%)

Sources & evidence

ORD record
ord-e09178f2c19c407fb90dd4f1c5dd8ead
Source dataset
uspto-grants-2012_01
Patent number
US08093263B2

Reaction notes

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