Sulfuric Acid → 1-Ethyl-3,3,5-trimethyl-7-{3-[(pyridin-4-ylmethyl)amino]propoxy}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione sulfate

HRID 1183102Notes

Reaction equation

HRID 1183102 reaction equation
[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].[CH2:6]([N:8]1[C:14](=[O:15])[C:13]([CH3:17])([CH3:16])[C:12](=[O:18])[N:11]([CH3:19])[C:10]2[CH:20]=[C:21]([O:24][CH2:25][CH2:26][CH2:27][NH:28][CH2:29][C:30]3[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=3)[CH:22]=[CH:23][C:9]1=2)[CH3:7]>C(OCC)(=O)C>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[CH2:6]([N:8]1[C:14](=[O:15])[C:13]([CH3:17])([CH3:16])[C:12](=[O:18])[N:11]([CH3:19])[C:10]2[CH:20]=[C:21]([O:24][CH2:25][CH2:26][CH2:27][NH:28][CH2:29][C:30]3[CH:31]=[CH:32][N:33]=[CH:34][CH:35]=3)[CH:22]=[CH:23][C:9]1=2)[CH3:7]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 686728021-Ethyl-3,3,5-trimethyl-7-{3-[(pyridin-4-ylmethyl)amino]propoxy}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

Product 1

HCID 686728011-Ethyl-3,3,5-trimethyl-7-{3-[(pyridin-4-ylmethyl)amino]propoxy}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione sulfate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Sulfuric acid (13 μl) was added to an ethyl acetate solution (5 ml) of 1-ethyl-3,3,5-trimethyl-7-{3-[(pyridin-4-ylmethyl)amino]propoxy}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione (100 mg, 0.24 mmol), and stirred at room temperature for 15 minutes. The resultant mixture was concentrated to dryness under reduced pressure to thereby obtain 1-ethyl-3,3,5-trimethyl-7-{3-[(pyridin-4-ylmethyl)amino]propoxy}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione sulfate as a white amorphous solid.

Workup

  1. concentrationThe resultant mixture was concentrated to dryness under reduced pressure to thereby obtain 1-ethyl-3,3,5-trimethyl-7-{3-[(pyridin-4-ylmethyl)amino]propoxy}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione sulfate as a white amorphous solid

Sources & evidence

ORD record
ord-8bfb4dd7d1894f44a543db574ea11c07
Source dataset
uspto-grants-2014_03
Patent number
US08664217B2

Reaction notes

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