1,4-Dioxane hydrochloride → HCID 67030612, compound

HRID 1465495Notes

Reaction equation

HRID 1465495 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]3[S:22][C:21]([CH2:23][CH2:24][NH:25][C:26]([NH:28][NH:29]C(OC(C)(C)C)=O)=[O:27])=[CH:20][CH:19]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].O1CCOCC1.Cl>>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]3[S:22][C:21]([CH2:23][CH2:24][NH:25][C:26]([NH:28][NH2:29])=[O:27])=[CH:20][CH:19]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 67030419HCID 67030419, compound

Product 1

HCID 67030612HCID 67030612, compoundYield 42.5%

Procedure

By a method similar to Production Example 115, step 5, tert-butyl 2-{[2-(5-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}thiophen-2-yl)ethyl]carbamoyl}hydrazinecarboxylate (498.0 mg, 0.964 mmol) was deprotected with 4M hydrogen chloride dioxane solution. The crude product was purified by aminopropylated silica gel and recrystallized from dichloromethane-methanol to give the title compound (170.8 mg, yield 42.5%) as a slightly yellow white solid.

Workup

  1. customThe crude product was purified by aminopropylated silica gel
  2. customrecrystallized from dichloromethane-methanol

Sources & evidence

ORD record
ord-037bdcfcb5064e5bb45d8367e8b2efdb
Source dataset
uspto-grants-2015_04
Patent number
US08999989B2

Reaction notes

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