Hydrochloric Acid → 1-(5-Bromopyrimidin-2-yl)cyclopropanamine dihydrochloride

HRID 2172959Notes

Reaction equation

HRID 2172959 reaction equation
C(OC(=O)[NH:7][C:8]1([C:11]2[N:16]=[CH:15][C:14]([Br:17])=[CH:13][N:12]=2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:19].O1CCOCC1>C(Cl)Cl>[ClH:19].[ClH:19].[Br:17][C:14]1[CH:15]=[N:16][C:11]([C:8]2([NH2:7])[CH2:9][CH2:10]2)=[N:12][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67508268tert-butyl N-[1-(5-bromopyrimidin-2-yl)cyclopropyl]carbamate

Product 1

HCID 683794801-(5-Bromopyrimidin-2-yl)cyclopropanamine dihydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[1-(5-Bromo-pyrimidin-2-yl)-cyclopropyl]-carbamic acid tert-butyl ester (1.18 g, 3.76 mmol) is dissolved in CH2Cl2 (5 mL) at room temperature. A 4M solution of HCl in dioxane (9.4 mL, 38 mmol) is added. After 2 hours, solvents are removed by a stream of N2 to afford crude title compound as a solid, which is used without purification (ES+ m/z 216.3).

Workup

  1. customsolvents are removed by a stream of N2

Sources & evidence

ORD record
ord-6360d25c96c641328020d7c734517e23
Source dataset
uspto-grants-2015_06
Patent number
US09056858B2

Reaction notes

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