HCID 68932625, compound → HCID 68705889, compound

HRID 32121Notes

Reaction equation

HRID 32121 reaction equation
C(O[C:6](=O)[N:7](C)[CH:8]1[C:17]2[C:12](=[CH:13][C:14]([CH2:18][N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:15][CH:16]=2)[O:11][CH2:10][CH2:9]1)(C)(C)C>Cl.CCOC(C)=O>[CH3:6][NH:7][CH:8]1[C:17]2[C:12](=[CH:13][C:14]([CH2:18][N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:15][CH:16]=2)[O:11][CH2:10][CH2:9]1

Participants

3

Reactant 1

HCID 68932625HCID 68932625, compound

Product 1

HCID 68705889HCID 68705889, compound

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

A mixture of methyl-(7-piperidin-1-ylmethyl-chroman-4-yl)-carbamic acid tert-butyl ester (567 mg, 1.58 mmol, 1.0 eq) in saturated HCl/EtOAc (15 mL) was stirred at RT for 7 h. The solvent was removed with a rotary evaporator. The crude was diluted with saturated Na2CO3 (60 mL), and extracted with EtOAc (60 mL×3). The extract phase was washed with saturated NaCl, dried over Na2SO4, filtered and concentrated. The title compound was obtained as orange oil. MS (ESI, pos. ion) m/z: 261 (M+1).

Workup

  1. customThe solvent was removed with a rotary evaporator
  2. additionThe crude was diluted with saturated Na2CO3 (60 mL)
  3. extractionextracted with EtOAc (60 mL×3)
  4. washThe extract phase was washed with saturated NaCl
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-bbe0d95fead04288b03573d2ad17e857
Source dataset
uspto-grants-2008_09
Patent number
US07425631B2

Reaction notes

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