Hydrochloric Acid → 7-Benzenesulfonyl-5-methyl-4-piperazin-1-yl-7H-pyrrolo[2,3-d]pyrimidine dihydrochloride

HRID 1192357Notes

Reaction equation

HRID 1192357 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:15]3[C:22]([CH3:23])=[CH:21][N:20]([S:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)(=[O:26])=[O:25])[C:16]=3[N:17]=[CH:18][N:19]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:33]>C(Cl)Cl>[ClH:33].[ClH:33].[C:27]1([S:24]([N:20]2[C:16]3[N:17]=[CH:18][N:19]=[C:14]([N:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)[C:15]=3[C:22]([CH3:23])=[CH:21]2)(=[O:25])=[O:26])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 675398494-(7-Benzenesulfonyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 675377857-Benzenesulfonyl-5-methyl-4-piperazin-1-yl-7H-pyrrolo[2,3-d]pyrimidine dihydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(7-Benzenesulfonyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (4.0 g, 13 mmol) in DCM (100 mL) was treated with anhydrous HCl (4M in dioxane, 100 mL) and stirred at room temperature overnight. The suspension was concentrated in vacuo to give 7-Benzenesulfonyl-5-methyl-4-piperazin-1-yl-7H-pyrrolo[2,3-d]pyrimidine dihydrochloride (5.4 g, 100%.) LCMS (APCI+) m/z 358 [M+H]+; Rt: 1.79.

Workup

  1. concentrationThe suspension was concentrated in vacuo

Sources & evidence

ORD record
ord-5a8f3eaa9bd645c6a6f220133e32fde8
Source dataset
uspto-grants-2014_03
Patent number
US08680114B2

Reaction notes

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