Diisopropylethylamine → 1-Acetyl-6-(2-[methylthio)ethylamino)carbonyl-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline

HRID 557575Notes

Reaction equation

HRID 557575 reaction equation
[CH3:1][S:2][CH2:3][CH2:4][NH2:5].[C:6]([N:9]1[C:18]2[C:13](=[CH:14][C:15]([C:19](O)=[O:20])=[CH:16][CH:17]=2)[C:12]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([CH3:22])[CH2:11][C:10]1([CH3:30])[CH3:29])(=[O:8])[CH3:7].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C>ClCCl>[C:6]([N:9]1[C:18]2[C:13](=[CH:14][C:15]([C:19]([NH:5][CH2:4][CH2:3][S:2][CH3:1])=[O:20])=[CH:16][CH:17]=2)[C:12]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([CH3:22])[CH2:11][C:10]1([CH3:30])[CH3:29])(=[O:8])[CH3:7]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 87697(2-(Methylthio)ethyl)amineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 179628841-Acetyl-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline-6-carboxylic acid

Product 1

HCID 179629251-Acetyl-6-(2-[methylthio)ethylamino)carbonyl-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Condensation of 2-(methylthio)ethylamine (4.1 mg) with 1-acetyl-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline-6-carboxylic acid (10 mg), under the agency of HATU (23 mg) and N,N-diisopropylethylamine (19 μl) in dichloromethane (2 ml) was performed according to the method described in example 11.

Sources & evidence

ORD record
ord-c3549ca6e7dc474298ad46836022e095
Source dataset
uspto-grants-2011_11
Patent number
US08058441B2

Reaction notes

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