Hydrochloric Acid → HCID 68457577, compound

HRID 748322Notes

Reaction equation

HRID 748322 reaction equation
[CH3:1][C:2]1[C:11]2[S:10][C:9]([C:12]3[N:17]=[C:16]([C:18]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27]C(=O)OC(C)(C)C)=[O:19])[CH:15]=[CH:14][CH:13]=3)=[N:8][C:7](=[O:35])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[ClH:36]>O1CCOCC1>[ClH:36].[NH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][NH:20][C:18]([C:16]1[CH:15]=[CH:14][CH:13]=[C:12]([C:9]2[S:10][C:11]3[C:2]([CH3:1])=[CH:3][CH:4]=[CH:5][C:6]=3[C:7](=[O:35])[N:8]=2)[N:17]=1)=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22939618tert-Butyl 6-[[[6-(8-methyl-4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]carbonyl]amino]hexylcarbamate

Product 1

HCID 68457577HCID 68457577, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

tert-Butyl 6-[[[6-(8-methyl-4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]carbonyl]amino]hexylcarbamate (0.30 g, 0.60 mmol) was dissolved in dioxane (10 ml), and 4 N hydrochloric acid in dioxane (1.0 ml. 4.00 mol) was added thereto. The reaction mixture was stirred at room temperature for 24 hrs. The precipitates were collected by filtration and recrystallized from diisopropyl ether-methanol to give the titled compound (0.05 g, 20%) as pale yellow crystals.

Workup

  1. filtrationThe precipitates were collected by filtration
  2. customrecrystallized from diisopropyl ether-methanol

Sources & evidence

ORD record
ord-c236c422675c40e784af817a11585bc3
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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