HCID 22632206, compound → HCID 22632149, compound

HRID 2416735Notes

Reaction equation

HRID 2416735 reaction equation
[O:1]=[C:2]1[CH:8]([CH2:9][C:10]([O:12]C)=[O:11])[CH2:7][C:6]2[CH:14]=[CH:15][C:16]([O:18][CH2:19][CH2:20][CH2:21][N:22]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)[C:23](=[O:30])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:17][C:5]=2[CH2:4][N:3]1[CH2:37][C:38]1[CH:43]=[CH:42][C:41]([C:44]([F:47])([F:46])[F:45])=[CH:40][CH:39]=1.N1C=CC=CC=1NCCCOC1C=CC2CC(CC(OCC)=O)C(=O)NCC=2C=1>>[O:1]=[C:2]1[CH:8]([CH2:9][C:10]([OH:12])=[O:11])[CH2:7][C:6]2[CH:14]=[CH:15][C:16]([O:18][CH2:19][CH2:20][CH2:21][N:22]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)[C:23](=[O:30])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:17][C:5]=2[CH2:4][N:3]1[CH2:37][C:38]1[CH:43]=[CH:42][C:41]([C:44]([F:47])([F:45])[F:46])=[CH:40][CH:39]=1

Participants

3

Reactant 2

HCID 22632206HCID 22632206, compoundHCID 54434818HCID 54434818, compound

Product 1

HCID 22632149HCID 22632149, compoundYield 10%

Procedure

According to the procedure of Example 1(c) except substituting methyl(±)-3-oxo-8-[3-[N-(pyridin-2-yl)-N-(benzoyl)amino]-1-propyloxy]-2-(4-trifluoromethylbenzyl)-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetate, for the ethyl (±)-8-[3-(2-pyridylamino)-1-propyloxy]-3-oxo-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetate, the crude title compound was prepared. Purification by ODS chromatography (10-80% CH3CN/H2O containing 0.1% TFA over 1 h), concentration and lyophilization gave the title compound (0.025 g, 10%): MS (ES) m/e 632.4 (M+H)+. Anal. Calcd for C35H32 F3N3O5.0.85 CF3CO2H: C, 60.50; H, 4.54; N, 5.74. Found: C, 60.22; H, 4.35; N, 5.77.

Workup

  1. customPurification
  2. concentrationby ODS chromatography (10-80% CH3CN/H2O containing 0.1% TFA over 1 h), concentration and lyophilization

Sources & evidence

ORD record
ord-700d83bbb69c409da4b1f2b90d828f32
Source dataset
uspto-grants-2004_11
Patent number
US06825188B2

Reaction notes

Loading…