Hydrochloric Acid → HCID 22877423, compound

HRID 1379880Notes

Reaction equation

HRID 1379880 reaction equation
C(OC([NH:11][C:12]([CH3:30])([CH3:29])[C:13]([NH:15][C@@H:16]1[CH2:22][CH2:21][C:20]2[CH:23]=[C:24](N)[CH:25]=[CH:26][C:19]=2[NH:18][C:17]1=[O:28])=[O:14])=O)C1C=CC=CC=1.Cl.N([O-])=O.[Na+].[F:36][P-](F)(F)(F)(F)F.[H+]>O>[NH2:11][C:12]([CH3:30])([CH3:29])[C:13]([NH:15][C@@H:16]1[CH2:22][CH2:21][C:20]2[CH:23]=[C:24]([F:36])[CH:25]=[CH:26][C:19]=2[NH:18][C:17]1=[O:28])=[O:14]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 16211447Hexafluorophosphoric acidHCID 22877439HCID 22877439, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 22877423HCID 22877423, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of 256 mg (0.624 mmol) of 2-benzyloxycarbonylamino-2-methyl- N-[7-amino-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]propanamide (Step C) in 1.2 mL of water was added 0.171 mL of concentrated hydrochloric acid. The resulting mixture was stirred until all the solids were dissolved then the solution was cooled to 0° C. To this solution was added a solution of 52 mg (0.75 mmol) of sodium nitrite in a minimal amount of water. After 30 minutes at 0° C., 0.156 mL (1.06 mmol) of 60 weight percent aqueous hexafluorophosphoric acid was added dropwise. Immediately a white precipitate formed. The solids were filtered and washed with ice cold water, then air dried. The resulting solid was dried under vacuum overnight.

Workup

  1. dissolutionwere dissolved
  2. customImmediately a white precipitate formed
  3. filtrationThe solids were filtered
  4. washwashed with ice cold water
  5. customair dried
  6. customThe resulting solid was dried under vacuum overnight

Sources & evidence

ORD record
ord-3522fa181bec438fa2346086b2f7a131
Source dataset
uspto-grants-1997_09
Patent number
US05672596

Reaction notes

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