Diisopropylethylamine → HCID 59508151, compound

HRID 1465053Notes

Reaction equation

HRID 1465053 reaction equation
CCN(C(C)C)C(C)C.C(OC([N:15]1[C:19]2[C:20]([CH3:24])([CH3:23])[NH:21][CH2:22][C:18]=2[C:17]([NH:25][C:26](=[O:35])[C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[C:29]([Cl:34])[CH:28]=2)=[N:16]1)=O)C.[F:36][C:37]1([C:44](Cl)=[O:45])[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]1>C(Cl)Cl>[Cl:34][C:29]1[CH:28]=[C:27]([CH:32]=[CH:31][C:30]=1[Cl:33])[C:26]([NH:25][C:17]1[C:18]2[CH2:22][N:21]([C:44]([C:37]3([F:36])[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]3)=[O:45])[C:20]([CH3:24])([CH3:23])[C:19]=2[NH:15][N:16]=1)=[O:35]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 210503904-Fluoro-1-methyl-4-piperidinecarbonyl chlorideHCID 59508366HCID 59508366, compound

Product 1

HCID 59508151HCID 59508151, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

DIEA (0.220 mL, 1.66 mmol) and 3-(3,4-Dichloro-benzoylamino)-6,6-dimethyl-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester (221 mg, 0.51 mmol) were added to a solution of 4-Fluoro-1-methyl-piperidine-4-carbonyl chloride (0.51 mmol) in CH2Cl2 (10 mL). The reaction was stirred at RT for 4 h. The mixture was quenched with H2O (30 mL), extracted with CHCl3 (2×30 mL). The organic layers were dried over MgSO4 and concentrated to give the title compound as brown color oil which was used without further purification. ESI (MNa+): 564.10.

Workup

  1. customThe mixture was quenched with H2O (30 mL)
  2. extractionextracted with CHCl3 (2×30 mL)
  3. dry with materialThe organic layers were dried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-9a8ff79d234b46aa9cba71c9a9ce6ca5
Source dataset
uspto-grants-2015_04
Patent number
US08999981B2

Reaction notes

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