Hydrochloric Acid → HCID 178491363, compound

HRID 1971450Notes

Reaction equation

HRID 1971450 reaction equation
[CH3:1][O:2][C:3]1[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[C:4]=1[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH:15]2[CH2:19][CH2:18][CH2:17][N:16]2C(OC(C)(C)C)=O)[N:14]=1)=[NH:8].[ClH:33]>O1CCOCC1>[ClH:33].[CH3:32][O:31][C:27]1[CH:28]=[CH:29][CH:30]=[C:3]([O:2][CH3:1])[C:4]=1[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH:15]2[CH2:19][CH2:18][CH2:17][NH:16]2)[N:14]=1)=[NH:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178491361HCID 178491361, compound

Product 1

HCID 178491363HCID 178491363, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To 490 mg (1.06 mmol) tert-butyl 2-(2-{[[(2,6-dimethoxybenzyl)amino](imino)methyl]amino}-1,3-thiazole-4-yl)pyrrolidine-1-carboxylate from Example 120 in 20 ml dioxane were added 5 ml 4N HCl in dioxane at room temperature and the mixture was stirred for 3 hours. Chromatography on RP-silica gel of the crude product obtained following concentration (Chromabond column, acetonitrile/water+0.1% glacial acetic acid; 0-100%) yielded 240 mg of the target product as a light colored solid; ESI-MS [M+H+]=362.15.

Workup

  1. customChromatography on RP-silica gel of the crude product obtained
  2. concentrationconcentration (Chromabond column, acetonitrile/water+0.1% glacial acetic acid; 0-100%)

Sources & evidence

ORD record
ord-b8fafb664ce04fa4adb0a8774b8c89e0
Source dataset
uspto-grants-2013_04
Patent number
US08431604B2

Reaction notes

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