Hydrochloric Acid → HCID 131728711, compound

HRID 1366534Notes

Reaction equation

HRID 1366534 reaction equation
CC(OC([N:8](C(OC(C)(C)C)=O)[N:9]([C:17]1[C:22]([F:23])=[C:21]([N:24]2[CH2:28][CH2:27][CH:26]([N:29]([CH3:31])[CH3:30])[C:25]2([CH3:33])[CH3:32])[N:20]=[C:19]([Cl:34])[N:18]=1)C(OC(C)(C)C)=O)=O)(C)C.[ClH:42]>CO.O1CCOCC1>[ClH:34].[ClH:42].[ClH:34].[ClH:34].[ClH:34].[Cl:34][C:19]1[N:20]=[C:21]([N:24]2[CH2:28][CH2:27][CH:26]([N:29]([CH3:31])[CH3:30])[C:25]2([CH3:32])[CH3:33])[C:22]([F:23])=[C:17]([NH:9][NH2:8])[N:18]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 87210018HCID 87210018, compound

Product 1

HCID 131728711HCID 131728711, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of racemic tris(1,1-dimethylethyl)2-{2-chloro-6-[3-(dimethylamino)-2,2-dimethyl-1-pyrrolidinyl]-5-fluoro-4-pyrimidinyl}-1,1,2-hydrazinetricarboxylate (0.4618 g, 0.766 mmol) in MeOH (5 mL) was added 4 N HCl in dioxane (5 mL). The solution was stirred for 3 days, and then concentrated in vacuo to afford racemic 1-(2-chloro-5-fluoro-6-hydrazino-4-pyrimidinyl)-N,N,2,2-tetramethyl-3-pyrrolidinamine pentahydrochloride (0.3673 g, 99% yield) as an orange oil that crystallized under vacuum. LCMS: (M+H)+: 303.1.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-dab32f80291242658c17c246b0398129
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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