HCID 86611628, compound → HCID 16067807, compound

HRID 418244Notes

Reaction equation

HRID 418244 reaction equation
[F:1][CH:2]([F:31])[C:3]1[N:8]2[N:9]=[CH:10][C:11]([C:12](O)=O)=[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][C:27]([F:30])([F:29])[F:28])[CH:16]=2)[CH:4]=1.[NH2:32][C:33]1[CH:42]=[CH:41][C:36]([C:37]([NH:39][OH:40])=[NH:38])=[CH:35][N:34]=1>>[F:31][CH:2]([F:1])[C:3]1[N:8]2[N:9]=[CH:10][C:11]([C:12]3[O:40][N:39]=[C:37]([C:36]4[CH:41]=[CH:42][C:33]([NH2:32])=[N:34][CH:35]=4)[N:38]=3)=[C:7]2[N:6]=[C:5]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:22])([F:23])[F:24])=[C:17]([O:25][CH2:26][C:27]([F:30])([F:29])[F:28])[CH:16]=2)[CH:4]=1

Participants

3

Reactant 2

HCID 86611628HCID 86611628, compoundHCID 178513347HCID 178513347, compound

Product 1

HCID 16067807HCID 16067807, compound

Procedure

The title compound was prepared from 7-difluoromethyl-5-[3-(2,2,2-trifluoro-ethoxy)-4-trifluoromethyl-phenyl]-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.14) (228 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 (125 mg, 44%). MS (ISP) 572.1 [(M+H)+]; mp 285° 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 (125 mg, 44%)

Sources & evidence

ORD record
ord-55a7cb16e54e44848e3985ba1d4f5186
Source dataset
uspto-grants-2012_01
Patent number
US08093263B2

Reaction notes

Loading…