Hydrochloric Acid → 1-Amino-cyclopropanecarboxylic acid[1-(5-iodo-pyrimidin-2-yl)-cyclopropyl]-amide dihydrochloride

HRID 2038768Notes

Reaction equation

HRID 2038768 reaction equation
C(OC(=O)[NH:7][C:8]1([C:11](=[O:23])[NH:12][C:13]2([C:16]3[N:21]=[CH:20][C:19]([I:22])=[CH:18][N:17]=3)[CH2:15][CH2:14]2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:25].O1CCOCC1>C(Cl)Cl>[ClH:25].[ClH:25].[I:22][C:19]1[CH:20]=[N:21][C:16]([C:13]2([NH:12][C:11]([C:8]3([NH2:7])[CH2:10][CH2:9]3)=[O:23])[CH2:15][CH2:14]2)=[N:17][CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67508490{1-[1-(5-Iodo-pyrimidin-2-yl)-cyclopropylcarbamoyl]-cyclopropyl}-carbamic acid tert-butyl ester

Product 1

HCID 683791511-Amino-cyclopropanecarboxylic acid[1-(5-iodo-pyrimidin-2-yl)-cyclopropyl]-amide dihydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

{1-[1-(5-iodo-pyrimidin-2-yl)-cyclopropylcarbamoyl]-cyclopropyl}-carbamic acid tert-butyl ester (426 mg, 0.96 mmol) was dissolved in CH2Cl2 (2 mL) and 4M HCl in dioxane 3 mL, 6 mmol) was added. After 90 minutes, the volatiles were removed at 60° C. under a stream of N2. The resulting while solid was dried under vacuum overnight to yield crude 400 mg of 1-amino-cyclopropanecarboxylic acid[1-(5-iodo-pyrimidin-2-yl)-cyclopropyl]-amide dihydrochloride. This material was used without further purification.

Workup

  1. customthe volatiles were removed at 60° C. under a stream of N2
  2. customThe resulting while solid was dried under vacuum overnight

Sources & evidence

ORD record
ord-64b463b8d7514333822162a98ae9275b
Source dataset
uspto-grants-2013_11
Patent number
US08575360B2

Reaction notes

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