HCID 66650197, compound → HCID 16067804, compound

HRID 418241Notes

Reaction equation

HRID 418241 reaction equation
[F:1][CH:2]([F:28])[C:3]1[N:8]2[N:9]=[CH:10][C:11]([C:12](O)=[O:13])=[C:7]2[N:6]=[C:5]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[C:17]([O:25][CH2:26][CH3:27])[CH:16]=2)[CH:4]=1.[NH2:29][C:30]1[CH:39]=[CH:38][C:33]([C:34]([NH:36]O)=[NH:35])=[CH:32][N:31]=1>>[F:1][CH:2]([F:28])[C:3]1[N:8]2[N:9]=[CH:10][C:11]([C:12]3[O:13][N:36]=[C:34]([C:33]4[CH:38]=[CH:39][C:30]([NH2:29])=[N:31][CH:32]=4)[N:35]=3)=[C:7]2[N:6]=[C:5]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[C:17]([O:25][CH2:26][CH3:27])[CH:16]=2)[CH:4]=1

Participants

3

Reactant 2

HCID 66650197HCID 66650197, compoundHCID 178513347HCID 178513347, compound

Product 1

HCID 16067804HCID 16067804, compound

Procedure

The title compound was prepared from 7-difluoromethyl-5-(3-ethoxy-4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.12) (201 mg, 0.5 mmol) and 6-amino-N-hydroxy-nicotinamidine (example B.4) (114 mg, 0.75 mmol) according to general procedure II. Obtained after flash chromatography on silica gel (ethyl acetate/heptane) and further purification by crystallization (dichloromethane/hexane) as a yellow solid (110 mg, 43%). MS (ISP) 518.1 [(M+H)+]; mp 250° C.

Workup

  1. customObtained after flash chromatography
  2. customon silica gel (ethyl acetate/heptane) and further purification
  3. customby crystallization (dichloromethane/hexane) as a yellow solid (110 mg, 43%)

Sources & evidence

ORD record
ord-16f36d93d6234ce799f3b328d45700dd
Source dataset
uspto-grants-2012_01
Patent number
US08093263B2

Reaction notes

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