HCID 45118279, compound → HCID 10299352, compound

HRID 1250223Notes

Reaction equation

HRID 1250223 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][N:17]2[C:26](=[O:27])[C:25]3[C:20](=[C:21]([O:28][CH3:29])[CH:22]=[CH:23][CH:24]=3)[N:19]=[C:18]2[CH2:30][O:31][C:32]2[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.CCO>[ClH:38].[Cl:38][C:35]1[CH:34]=[CH:33][C:32]([O:31][CH2:30][C:18]2[N:17]([CH2:16][CH2:15][CH2:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[C:26](=[O:27])[C:25]3[C:20](=[C:21]([O:28][CH3:29])[CH:22]=[CH:23][CH:24]=3)[N:19]=2)=[CH:37][CH:36]=1

Participants

3

Reactant 1

HCID 45118279HCID 45118279, compound

Product 1

HCID 10299352HCID 10299352, compound

Reagents, catalysts & solvents 1

HCID 21887872Ethanol hydrochlorideSolvent

Procedure

The product obtained in step A was dissolved in a solution of conc HCl/EtOH (1:3 mixture, 20 mL). The reaction mixture was stirred for 2 h, concentrated under vacuum and azeotroped with ethanol and heptane to give the desired product as a white solid. API-MS: 442 (M+1). 1H NMR (300 MHz, d4-MeOH): d 7.81 (d, 1 H), 7.63 (t, 1 H), 7.55 (d, 1 H), 7.35 (d, 2 H), 7.1 (d, 2 H), 5.4 (s, 2 H), 4.15 (dd, 2 H), 4.05 (s, 3 H), 3.3 (m, 2 H), 2.9 (t, 2 H), 1.9 (m), 1.4 (m).

Workup

  1. concentrationconcentrated under vacuum
  2. customazeotroped with ethanol and heptane

Sources & evidence

ORD record
ord-19893b79c7514ea8a75b553ace772751
Source dataset
uspto-grants-2002_01
Patent number
US06337332B1

Reaction notes

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