Diisopropylethylamine → HCID 88951200, compound

HRID 2274004Notes

Reaction equation

HRID 2274004 reaction equation
Cl.[NH2:2][C:3]1([C:6]#[N:7])[CH2:5][CH2:4]1.C(N(C(C)C)C(C)C)C.[Cl:17][C:18]1[CH:26]=[CH:25][C:24]([N:27]([CH3:44])[C:28]([C:30]2[N:34]([CH3:35])[N:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[C:31]=2[C:40]([F:43])([F:42])[F:41])=[O:29])=[CH:23][C:19]=1[C:20](Cl)=[O:21]>ClCCl.C(OCC)(=O)C>[Cl:17][C:18]1[CH:26]=[CH:25][C:24]([N:27]([CH3:44])[C:28]([C:30]2[N:34]([CH3:35])[N:33]=[C:32]([C:36]([F:39])([F:37])[F:38])[C:31]=2[C:40]([F:41])([F:42])[F:43])=[O:29])=[CH:23][C:19]=1[C:20](=[O:21])[NH:2][C:3]1([C:6]#[N:7])[CH2:5][CH2:4]1

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 145863631-Amino-1-cyclopropanecarbonitrile hydrochlorideHCID 86713745HCID 86713745, compound

Product 1

HCID 88951200HCID 88951200, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

68.3 mg (0.58 mmol) of 1-aminocyclopropanecarbonitrile hydrochloride are initially charged in 5.0 ml of dichloromethane p.a., and 0.148 ml (0.86 mmol) of N-ethyldiisopropylamine and 156 mg of 2-chloro-5-(methyl{[1-methyl-3,4-bis(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzoyl chloride (0.29 mmol) dissolved in 5.0 ml of dichloromethane p.a. are then added in succession. The reaction is stirred at room temperature for 16 hours. The reaction solution is diluted with 30 ml of ethyl acetate. The organic phase is washed twice with 1 N hydrochloric acid, once with 1 N aqueous sodium hydroxide solution and once with saturated sodium chloride solution. The organic phase is dried over magnesium sulphate and filtered and the solvent is removed on a rotary evaporator under reduced pressure.

Workup

  1. additionare then added in succession
  2. washThe organic phase is washed twice with 1 N hydrochloric acid, once with 1 N aqueous sodium hydroxide solution and once with saturated sodium chloride solution
  3. dry with materialThe organic phase is dried over magnesium sulphate
  4. filtrationfiltered
  5. customthe solvent is removed on a rotary evaporator under reduced pressure

Sources & evidence

ORD record
ord-5c18a57325b7441d943a7c66d21e268d
Source dataset
uspto-grants-2015_09
Patent number
US09126945B2

Reaction notes

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