HCID 86611629, compound → HCID 16067908, compound

HRID 418245Notes

Reaction equation

HRID 418245 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:17]=[C:16]([CH:18]([F:20])[F:19])[N:15]3[N:21]=[CH:22][C:23]([C:24](O)=[O:25])=[C:14]3[N:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].[NH2:27][C:28]1[CH:37]=[CH:36][C:31]([C:32]([NH:34]O)=[NH:33])=[CH:30][N:29]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:17]=[C:16]([CH:18]([F:20])[F:19])[N:15]3[N:21]=[CH:22][C:23]([C:24]4[O:25][N:34]=[C:32]([C:31]5[CH:36]=[CH:37][C:28]([NH2:27])=[N:29][CH:30]=5)[N:33]=4)=[C:14]3[N:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9]

Participants

3

Reactant 2

HCID 86611629HCID 86611629, compoundHCID 178513347HCID 178513347, compound

Product 1

HCID 16067908HCID 16067908, compound

Procedure

The title compound was prepared from 5-(3-chloro-4-trifluoromethyl-phenyl)-7-difluoromethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.15) (196 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 (97 mg, 38%). MS (ISP) 508.2 [(M+H)+]; mp 252° 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 (97 mg, 38%)

Sources & evidence

ORD record
ord-87a868f5b01d46f89b20030c162d760e
Source dataset
uspto-grants-2012_01
Patent number
US08093263B2

Reaction notes

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