Diisopropylethylamine → HCID 178479366, compound

HRID 870556Notes

Reaction equation

HRID 870556 reaction equation
[ClH:1].[CH2:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]1[NH2:11].Cl.[N:13]1([C:18](=N)[NH2:19])C=CC=N1.C(N(C(C)C)CC)(C)C>C(#N)C>[ClH:1].[CH2:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]1[NH:11][C:18]([NH2:19])=[NH:13]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 1227642-Aminoindan hydrochlorideHCID 2734672Pyrazole-1-carboxamidine monohydrochloride

Product 1

HCID 178479366HCID 178479366, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

Stir a solution of 2,3-dihydro-1H-inden-2-amine hydrochloride (197 g; 1.08 equiv; 1.16 moles), 1H-pyrazole-1-carboximidamide hydrochloride (158 g; 1.00 equiv; 1.08 moles) and diisopropylethylamine (400 g; 2.87 equiv; 3.09 moles; 539.74 mL) in acetonitrile (2 L) at 62° C. for 2 hours, during which time a white solid precipitates. Cool the mixture to 25° C., then filter and wash with 300 mL acetonitrile and 300 mL methyltert-butyl ether. Dry the product in air at 25° C. for 1 h to afford the title compound (200 g, 87%) as a white solid: MS (m/z): 176 (M+1).

Workup

  1. customduring which time a white solid precipitates
  2. filtrationfilter
  3. washwash with 300 mL acetonitrile and 300 mL methyltert-butyl ether
  4. customDry the product in air at 25° C. for 1 h

Sources & evidence

ORD record
ord-019f7f35dec747e3b89fdf44e7787ba9
Source dataset
uspto-grants-2015_03
Patent number
US08969555B2

Reaction notes

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