Methanol → HCID 67439246, compound

HRID 1664916Notes

Reaction equation

HRID 1664916 reaction equation
S(=O)(=O)(O)O.[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:8]=1[C@H:14]1[CH2:20][N:19]2[C:21]([C:24]([OH:27])([CH3:26])[CH3:25])=[CH:22][N:23]=[C:18]2[C@H:17]([NH:28]C(=O)OC(C)(C)C)[CH2:16][CH2:15]1.[CH3:36]O>>[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:8]=1[C@H:14]1[CH2:20][N:19]2[C:21]([C:24]([O:27][CH3:36])([CH3:26])[CH3:25])=[CH:22][N:23]=[C:18]2[C@H:17]([NH2:28])[CH2:16][CH2:15]1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 86620140HCID 86620140, compound

Product 1

HCID 67439246HCID 67439246, compound

Conditions

Temperature
60 °C

Procedure

Sulfuric acid (0.15 mL, 2.85 mmol) was added to a solution of tert-butyl [(6S,9R)-6-(2,6-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-yl]carbamate (120 mg, 0.285 mmol) in methanol (1.5 mL). The reaction mixture was heated to 60° C. After 3 h, the reaction was quenched with saturated aqueous sodium bicarbonate. The mixture was extracted with dichloromethane (3×), washed with saturated brine, dried over magnesium sulfate, filtered and concentrated. MS 336.2 (M+1).

Workup

  1. customthe reaction was quenched with saturated aqueous sodium bicarbonate
  2. extractionThe mixture was extracted with dichloromethane (3×)
  3. washwashed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-f15e8355489d45ae84f8fa2dc8c4a42b
Source dataset
uspto-grants-2011_10
Patent number
US08039460B2

Reaction notes

Loading…