Hydrochloric Acid → HCID 9909507, compound

HRID 1057480Notes

Reaction equation

HRID 1057480 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][NH:12][C:13]([CH2:15][N:16]1[CH2:22][CH2:21][C:20]2[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=2[CH:18]([CH2:27][C:28]([O:30]C)=[O:29])[CH2:17]1)=[O:14].[OH-].[Na+].Cl>CO>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][NH:12][C:13]([CH2:15][N:16]1[CH2:22][CH2:21][C:20]2[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=2[CH:18]([CH2:27][C:28]([OH:30])=[O:29])[CH2:17]1)=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18671463HCID 18671463, compound

Product 1

HCID 9909507HCID 9909507, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-(3-({N-(4-(2-pyridylamino)but-1-yl)carbamoyl}methyl)-1H,2H,4H,5H-benzo[d]azepin-1-yl)acetate was dissolved in MeOH (0.1M) followed by addition of 1N NaOH (5 eq). After stirring overnight, 1N HCl (5 eq) was added, and the solution was concentrated in vacuo. Flash chromatography (10% MeOH/CHCl3) afforded a colorless solid. EI-MS m/z 411 (M+H)+; 1H NMR (400 MHz; D2O): 7.50 (2H, m), 6.93 (4H, m), 6.62 (1H, d, J=8.9 Hz), 6.51 (1H, t, J=6.7 Hz), 3.23 (1H, m), 3.01 (6H, m), 2.75 (2H, br), 2.57 (4H, m), 2.38 (2H, m), 1.36 (4H, br).

Workup

  1. concentrationthe solution was concentrated in vacuo
  2. customFlash chromatography (10% MeOH/CHCl3) afforded a colorless solid

Sources & evidence

ORD record
ord-c65c8a82924b4e81b8ed002628d0e8e1
Source dataset
uspto-grants-2003_02
Patent number
US06514964B1

Reaction notes

Loading…