HCID 66650561, compound → HCID 16067614, compound

HRID 1784615Notes

Reaction equation

HRID 1784615 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]3[N:14]=[CH:15][C:16]([C:17]([OH:19])=O)=[C:10]3[N:9]=2)=[CH:4][CH:3]=1.O[NH:21][C:22](=[NH:33])[C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([S:29](=[O:32])(=[O:31])[NH2:30])[CH:24]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][N:11]3[N:14]=[CH:15][C:16]([C:17]4[O:19][N:33]=[C:22]([C:23]5[CH:24]=[C:25]([S:29]([NH2:30])(=[O:31])=[O:32])[CH:26]=[CH:27][CH:28]=5)[N:21]=4)=[C:10]3[N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 66650561HCID 66650561, compoundHCID 178513322HCID 178513322, compound

Product 1

HCID 16067614HCID 16067614, compound

Procedure

The title compound was prepared from 5-(4-chloro-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.22) (137 mg, 0.5 mmol) and N-hydroxy-3-sulfamoyl-benzamidine [CAS-No. 9000-88-7](161 mg, 0.75 mmol) according to general procedure II. Obtained after purification by flash chromatography (dichloromethane/MeOH) and crystallization (dichloromethane) as an off-white solid (86 mg, 38%). MS (ISN) 451.2 [(M−H)−]; mp 223° C.

Workup

  1. customObtained
  2. customafter purification
  3. customby flash chromatography (dichloromethane/MeOH) and crystallization (dichloromethane) as an off-white solid (86 mg, 38%)

Sources & evidence

ORD record
ord-b2e63a77529e4061963ba3c94cc85f1e
Source dataset
uspto-grants-2009_03
Patent number
US07504404B2

Reaction notes

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