Sodium Bicarbonate → HCID 86620145, compound

HRID 1664923Notes

Reaction equation

HRID 1664923 reaction equation
[C:1]([N:4]1[CH2:10][C@H:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:12]=2[F:18])[CH2:8][CH2:7][C@@H:6]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH:5]1[CH2:27][NH2:28])(=O)[CH3:2].C(=O)(O)[O-].[Na+]>C(O)(=O)C>[C:22]([O:21][C:20](=[O:26])[NH:19][C@@H:6]1[CH2:7][CH2:8][C@@H:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:12]=2[F:18])[CH2:10][N:4]2[C:1]([CH3:2])=[N:28][CH2:27][CH:5]12)([CH3:25])([CH3:24])[CH3:23]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 86620143HCID 86620143, compound

Product 1

HCID 86620145HCID 86620145, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of tert-butyl [(3R,6S)-1-acetyl-2-(aminomethyl)-6-(2,3-difluorophenyl)azepan-3-yl]carbamate (22 mg, 0.055 mmol) in acetic acid (3 mL) was heated to 80° C. After 6 h, the reaction mixture was allowed to cool to ambient temperature. Saturated aqueous sodium bicarbonate was added and the mixture was extracted with dichloromethane (3×). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. MS 380.1 (M+1).

Workup

  1. extractionthe mixture was extracted with dichloromethane (3×)
  2. dry with materialThe combined organic extracts were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-8a5eb50620c14a12bfad240328900585
Source dataset
uspto-grants-2011_10
Patent number
US08039460B2

Reaction notes

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