Diisopropylethylamine → HCID 57699485, compound

HRID 1095467Notes

Reaction equation

HRID 1095467 reaction equation
[Br:1][C:2]1[N:7]2[N:8]=[CH:9][N:10]=[C:6]2[C:5](Br)=[N:4][CH:3]=1.[CH2:12]([N:19]1[CH2:23][CH2:22][C@@H:21]([NH2:24])[CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.CCN(C(C)C)C(C)C>C(O)(C)C.C(OCC)C>[CH2:12]([N:19]1[CH2:23][CH2:22][CH:21]([NH:24][C:5]2[C:6]3[N:7]([N:8]=[CH:9][N:10]=3)[C:2]([Br:1])=[CH:3][N:4]=2)[CH2:20]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 1519354(3R)-1-benzylpyrrolidin-3-amineHCID 497580225,8-Dibromo-(1,2,4)triazolo(1,5-a)pyrazine

Product 1

HCID 57699485HCID 57699485, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
85 °C

Procedure

5,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine (0.1 g, 0.36 mmol), (R)-1-Benzyl-pyrrolidin-3-ylamine (0.07 g, 0.396 mmol, 1.10 equiv.) and DiPEA (0.15 mL, 0.72 mmol, 2.00 equiv.) are mixed in isopropanol (5 mL) under nitrogen. The reaction is heated to 85° C. until completion of the reaction (typically 5 h). The mixture is then allowed to cool down to room temperature and diluted with diethyl ether, causing the precipitation of the title compound as a solid that is used without further treatment.

Workup

  1. temperatureto cool down to room temperature
  2. customthe precipitation of the title compound as a solid that

Sources & evidence

ORD record
ord-032cfb52cc784a44a4d06b5a78471de5
Source dataset
uspto-grants-2012_03
Patent number
US08138193B2

Reaction notes

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