HCID 58129453, compound → HCID 58129507, compound

HRID 1969455Notes

Reaction equation

HRID 1969455 reaction equation
C(OC(=O)[NH:7][C:8]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]2[CH2:19][CH2:18]2)[N:12]=1)([CH3:10])[CH3:9])(C)(C)C>Cl.CCOCC.CO>[CH:17]1([C:13]2[N:12]=[C:11]([C:8]([NH2:7])([CH3:9])[CH3:10])[CH:16]=[CH:15][CH:14]=2)[CH2:19][CH2:18]1

Participants

4

Reactant 1

HCID 58129453HCID 58129453, compound

Product 1

HCID 58129507HCID 58129507, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 10953452Ether hydrochlorideSolvent

Procedure

Dissolve [1-(6-cyclopropyl-pyridin-2-yl)-1-methyl-ethyl]-carbamic acid tert-butyl ester (1.3 g, 4.7 mmol) in 2 N HCl/Et2O (excess) with a small amount of methanol to effect solution. Stir until the starting material is consumed, monitoring by LC-MS. Evaporate and partition the residue between dichloromethane and aqueous sodium bicarbonate. Extract with dichloromethane, filter and evaporate to give 1-(6-cyclopropyl-pyridin-2-yl)-1-methyl-ethylamine as an orange oil (610 mg, 75%). LC-MS ESI m/z: 177.2 (M+H)+, Tr=1.80 min, method 1.

Workup

  1. customis consumed
  2. customEvaporate
  3. custompartition the residue between dichloromethane and aqueous sodium bicarbonate
  4. extractionExtract with dichloromethane
  5. filtrationfilter
  6. customevaporate

Sources & evidence

ORD record
ord-f5e5dcf37d3a4c92a7f8fd9fd4bf6ffc
Source dataset
uspto-grants-2013_04
Patent number
US08426448B2

Reaction notes

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