HCID 57973790, compound → HCID 91285248, compound

HRID 1863966Notes

Reaction equation

HRID 1863966 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:11])([CH3:4])([CH3:3])[CH3:2].[CH3:25][C:26]1[N:34]=[C:33]2[N:28]([C:29](SC)=[N:30][CH2:31][CH2:32]2)[N:27]=1>C(O)CCC>[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][NH:13][C:29]1[N:28]2[N:27]=[C:26]([CH3:25])[N:34]=[C:33]2[CH2:32][CH2:31][N:30]=1)=[O:11])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 57973790HCID 57973790, compound2×HCID 57973796HCID 57973796, compound2×

Product 1

HCID 91285248HCID 91285248, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A solution of 139 mg (0.4 mmol) of tert-butyl[(1R)-3-hydrazino-3-oxo-1-(2,4,5-trifluorobenzyl)propyl]carbamate (Intermediate 4) and 72.9 mg (0.4 mmol) of 2-methyl-5-(methylthio)-7,8-dihydro[1,2,4]triazolo[1,5-c]pyrimidine (Intermediate 30) in 5 mL of 1-butanol was stirred at reflux for 76 h. The cooled solution was concentrated, and the residue containing the title compound was used directly in the next step. LC-MS 482 (M+1).

Workup

  1. temperatureat reflux for 76 h
  2. concentrationThe cooled solution was concentrated
  3. additionthe residue containing the title compound

Sources & evidence

ORD record
ord-5bb608dd4e1a4c298d1261ba56689b81
Source dataset
uspto-grants-2009_12
Patent number
US07625888B2

Reaction notes

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