Dimethylamine → HCID 66780426, compound

HRID 1958053Notes

Reaction equation

HRID 1958053 reaction equation
Cl[CH2:2][C:3]([N:5]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:21]=1[CH3:27])[C:6]1[N:7]=[C:8]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[S:9][C:10]=1[C:11]#[N:12])=[O:4].[CH3:28][NH:29][CH3:30]>CN(C)C=O.CCOC(C)=O>[Cl:26][C:22]1[C:21]([CH3:27])=[C:20]([CH2:19][N:5]([C:6]2[N:7]=[C:8]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[S:9][C:10]=2[C:11]#[N:12])[C:3](=[O:4])[CH2:2][N:29]([CH3:30])[CH3:28])[CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 66780405HCID 66780405, compound

Product 1

HCID 66780426HCID 66780426, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 2-chloro-N-[(3-chloro-2-methylphenyl)methyl]-N-[5-cyano-2-(4-morpholinyl)-1,3-thiazol-4-yl]acetamide (100 mg, 0.235 mmol) (prepared according to the procedures of example 111) in N,N-Dimethylformamide (DMF) (2 mL) was added dimethyl amine (0.588 mL, 1.176 mmol). The mixture was heated in a microwave reactor at 120° C. for 30 mins. The resultant mixture was diluted in EtOAc (100 mL) and washed with H2O (100 ml×2). The organic layer was concentrated to afford the crude product, which was use in next step without further purification. (88%)

Workup

  1. washwashed with H2O (100 ml×2)
  2. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-6f07827dd95c47b2bf192c01e726f3a8
Source dataset
uspto-grants-2013_04
Patent number
US08410095B2

Reaction notes

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