2-Dimethylaminopyridine → HCID 66703584, compound

HRID 425998Notes

Reaction equation

HRID 425998 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][C:8](=[O:22])[N:9]2[CH2:12][CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])=[CH:4][CH:3]=1.[CH:23]1([NH:29][C:30]2[CH:38]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:36]=[CH:35][C:31]=2[C:32](O)=[O:33])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1.Cl.C(N=C=NCCCN(C)C)C.CN(C1C=CC=CN=1)C>C(N(CC)CC)C.C(Cl)Cl>[Si:15]([O:14][CH2:13][CH2:12][N:9]1[C:10]2[C:5](=[CH:4][CH:3]=[C:2]([NH:1][C:32](=[O:33])[C:31]3[CH:35]=[CH:36][C:37]([C:39]([F:41])([F:42])[F:40])=[CH:38][C:30]=3[NH:29][CH:23]3[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]3)[CH:11]=2)[CH2:6][CH2:7][C:8]1=[O:22])([C:18]([CH3:19])([CH3:21])[CH3:20])([CH3:16])[CH3:17]

Participants

7

Reactant 4

HCID 218852-DimethylaminopyridineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57867944HCID 57867944, compoundHCID 66703698HCID 66703698, compound

Product 1

HCID 66703584HCID 66703584, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

A methylene chloride solution of 7-amino-1-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-3,4-dihydroquinolin-2(1H)-one, 2-(cyclohexylamino)-4-(trifluoromethyl)benzoic acid, 1-ethyl-3-[3-(N,N-dimethylamino)propyl]carbodiimide hydrochloride, dimethylaminopyridine and triethylamine was allowed to undergo the reaction at room temperature. By post-treating the reaction liquid, N-[1-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl]-2-(cyclohexylamino)-4-(trifluoromethyl)benzamide was obtained.

Workup

  1. customthe reaction at room temperature
  2. additionBy post-treating
  3. customthe reaction liquid

Sources & evidence

ORD record
ord-4e0aa1999e9f4ec1b84eda77a84d3fbc
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

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