4-Chloro-2-trifluoromethylpyrazolo[1.5-a]pyrazine → HCID 131727793, compound

HRID 1863968Notes

Reaction equation

HRID 1863968 reaction equation
[C:1]([O:5][C:6](=[O:24])[NH:7][C@H:8]([CH2:14][C:15]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:16]=1[F:23])[CH2:9][C:10]([NH:12][NH2:13])=O)([CH3:4])([CH3:3])[CH3:2].Cl[C:26]1[C:27]2[N:28]([N:32]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:34]=2)[CH:29]=[CH:30][N:31]=1>>[C:1]([O:5][C:6](=[O:24])[NH:7][C@H:8]([CH2:14][C:15]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:16]=1[F:23])[CH2:9][C:10]1[N:31]2[C:26]([C:27]3[N:28]([N:32]=[C:33]([C:35]([F:38])([F:36])[F:37])[CH:34]=3)[CH:29]=[CH:30]2)=[N:13][N:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 579737724-Chloro-2-trifluoromethylpyrazolo[1.5-a]pyrazine2×HCID 57973796HCID 57973796, compound2×

Product 1

HCID 131727793HCID 131727793, compound

Procedure

A mixture of 7.7 mg (0.22 mmol) of tert-butyl[(1R)-3-hydrazino-3-oxo-1-(2,4,5-trifluorobenzyl)propyl]carbamate (Intermediate 4), 4.9 mg (0.22 mmol) of 4-chloro-2-(trifluoromethyl)pyrazolo[1,5-a]pyrazine (Intermediate 39), and 0.5 mL of xylenes was stirred at reflux for 19 h. The cooled solution was concentrated to yield the title compound, sufficiently pure for use in the next step. LC-MS 515 (M+1).

Workup

  1. temperatureat reflux for 19 h
  2. concentrationThe cooled solution was concentrated

Sources & evidence

ORD record
ord-d5798a9a36ef485a85a8301247a78eaf
Source dataset
uspto-grants-2009_12
Patent number
US07625888B2

Reaction notes

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