methyl (S)-8-[2-[6-(methylamino)pyridin-2-yl]-1-ethoxy]-3-oxo-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetate → SB-273005

HRID 2416744Notes

Reaction equation

HRID 2416744 reaction equation
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([CH2:9][CH2:10][O:11][C:12]2[CH:33]=[CH:32][C:15]3[CH2:16][C@@H:17]([CH2:27][C:28]([O:30]C)=[O:29])[C:18](=[O:26])[N:19]([CH2:21][C:22]([F:25])([F:24])[F:23])[CH2:20][C:14]=3[CH:13]=2)[CH:6]=[CH:5][CH:4]=1.N1C=CC=CC=1NCCCOC1C=CC2C[C@H](CC(OC)=O)C(=O)N(CC(F)(F)F)CC=2C=1>O>[CH3:1][NH:2][C:3]1[N:8]=[C:7]([CH2:9][CH2:10][O:11][C:12]2[CH:33]=[CH:32][C:15]3[CH2:16][C@@H:17]([CH2:27][C:28]([OH:30])=[O:29])[C:18](=[O:26])[N:19]([CH2:21][C:22]([F:23])([F:25])[F:24])[CH2:20][C:14]=3[CH:13]=2)[CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 10718986methyl (S)-8-[2-[6-(methylamino)pyridin-2-yl]-1-ethoxy]-3-oxo-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetateHCID 11733311methyl (R)-8-[3-(2-pyridylamino)-1-propyloxy]-3-oxo-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetate

Product 1

HCID 9868426SB-273005

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

According to the method of Example 37(c), except substituting methyl (S)-8-[2-[6-(methylamino)pyridin-2-yl]-1-ethoxy]-3-oxo-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetate for the methyl (R)-8-[3-(2-pyridylamino)-1-propyloxy]-3-oxo-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetate, the title compound was prepared as a white solid: MS (ES) m/e 452.2 (M+H)+. Anal. Calcd for C22H24F3N3O4.0.7 H2O: C, 56.94; H, 5.52; N, 9.05. Found: C, 56.80; H, 5.19; N, 8.85.

Sources & evidence

ORD record
ord-ac1d990d557a4442ab4c6d9606f9ab71
Source dataset
uspto-grants-2004_11
Patent number
US06825188B2

Reaction notes

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