Hydrochloric Acid → HCID 86622752, compound

HRID 1020253Notes

Reaction equation

HRID 1020253 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[Cl:30])[CH2:5][NH:6][C:7](=[O:26])[NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][O:15][CH2:16][CH2:17][NH:18]C(=O)OC(C)(C)C)[N:13]=1.Cl.C(OCC)C>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[Cl:30])[CH2:5][NH:6][C:7]([NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][O:15][CH2:16][CH2:17][NH2:18])[N:13]=1)=[O:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 25051049HCID 25051049, compound

Product 1

HCID 86622752HCID 86622752, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of tert-butyl 2-((2-(3-(3,4-dichlorobenzyl)ureido)thiazol-4-yl)methoxy)-ethylcarbamate (Example 77) (350 mg) in 1,4-dioxane (3 mL) was treated with 4N HCl in 1,4-dioxane (4 mL). The mixture was stirred overnight, 5 mL of diethyl ether was added, and the precipitated material was isolated by filtration. 1H-NMR (300 MHz, DMSO-d6): 10.85 (bs, 1H), 7.90 (bs, 2H), 7.60 (d, 1H), 7.50 (s, 1H), 7.27 (d, 1H), 6.97 (s, 1H), 4.43 (s, 2H), 4.30 (d, 2H), 3.60 (m, 2H), 2.98 (m, 2H).

Workup

  1. customthe precipitated material was isolated by filtration

Sources & evidence

ORD record
ord-20c1d58a9d7340e59425911f90313235
Source dataset
uspto-grants-2014_05
Patent number
US08716320B2

Reaction notes

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