Hydrochloric Acid → HCID 67515208, compound

HRID 2038754Notes

Reaction equation

HRID 2038754 reaction equation
C(OC(=O)[NH:7][C:8]1([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[N:21]=[C:20]([CH:22]4[CH2:24][CH2:23]4)[O:19][N:18]=3)=[CH:13][N:12]=2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:26].C(OCC)C>C(Cl)Cl>[ClH:26].[CH:22]1([C:20]2[O:19][N:18]=[C:17]([C:14]3[CH:15]=[CH:16][C:11]([C:8]4([NH2:7])[CH2:9][CH2:10]4)=[N:12][CH:13]=3)[N:21]=2)[CH2:24][CH2:23]1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 3283Diethyl EtherHCID 68378922HCID 68378922, compound

Product 1

HCID 67515208HCID 67515208, compoundYield 62.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of {1-[5-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-pyridin-2-yl]-cyclopropyl}-carbamic acid tert-butyl ester (80 mg, 0.23 mmol) in CH2Cl2 (10 mL) was added 4M HCl (2 mL, 8 mmol). After stirring overnight, more 4M HCl (0.1 mL, 0.4 mmol) was added. After a total of 42 h, diethyl ether (10 mL) was added to the reaction mixture and stirring was continued for 10 min. The reaction suspension was filtered and the solid was washed with ether (10 mL) to afford 1-[5-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-pyridin-2-yl]-cyclopropylamine HCl salt (40 mg) as a white solid.

Workup

  1. stirringstirring
  2. waitwas continued for 10 min
  3. filtrationThe reaction suspension was filtered
  4. washthe solid was washed with ether (10 mL)

Sources & evidence

ORD record
ord-8394494d43f74ceda7ac49f4e79df9a7
Source dataset
uspto-grants-2013_11
Patent number
US08575360B2

Reaction notes

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