3-Isopropoxypropylamine → 1-Acetyl-6-(3-isopropoxypropylamino)carbonyl-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline

HRID 557574Notes

Reaction equation

HRID 557574 reaction equation
[CH:1]([O:4][CH2:5][CH2:6][CH2:7][NH2:8])([CH3:3])[CH3:2].[C:9]([N:12]1[C:21]2[C:16](=[CH:17][C:18]([C:22](O)=[O:23])=[CH:19][CH:20]=2)[C:15]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([CH3:25])[CH2:14][C:13]1([CH3:33])[CH3:32])(=[O:11])[CH3:10].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:9]([N:12]1[C:21]2[C:16](=[CH:17][C:18]([C:22]([NH:8][CH2:7][CH2:6][CH2:5][O:4][CH:1]([CH3:3])[CH3:2])=[O:23])=[CH:19][CH:20]=2)[C:15]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([CH3:25])[CH2:14][C:13]1([CH3:33])[CH3:32])(=[O:11])[CH3:10]

Participants

6

Reactant 4

HCID 761943-IsopropoxypropylamineHCID 81531DiisopropylethylamineHCID 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 179629291-Acetyl-6-(3-isopropoxypropylamino)carbonyl-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Condensation of 3-isopropoxypropylamine (5.2 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-1250b03b8416456c95d45ee16c9b54df
Source dataset
uspto-grants-2011_11
Patent number
US08058441B2

Reaction notes

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