Triethylamine → HCID 53748709, compound

HRID 1941139Notes

Reaction equation

HRID 1941139 reaction equation
[Cl:1][C:2]1[CH:30]=[CH:29][C:5]2[O:6][C:7]3[CH:28]=[CH:27][CH:26]=[CH:25][C:8]=3[C:9]([N:11]3[CH2:19][C@H:18]4[N:14]([CH2:15][C@@H:16]([O:20]C(C)(C)C)[CH2:17]4)[CH2:13][CH2:12]3)=[N:10][C:4]=2[CH:3]=1.C(N(CC)CC)C>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:30]=[CH:29][C:5]2[O:6][C:7]3[CH:28]=[CH:27][CH:26]=[CH:25][C:8]=3[C:9]([N:11]3[CH2:19][C@H:18]4[N:14]([CH2:15][C@@H:16]([OH:20])[CH2:17]4)[CH2:13][CH2:12]3)=[N:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 70284996HCID 70284996, compound

Product 1

HCID 53748709HCID 53748709, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

8-chloro-11-[(6S,8S)-8-t-butoxy-1,4-diazabicyclo[4.3.0]non-4-yl]-dibenzo[b,f]-1,4-oxazepine (0.211 g, 0.495 mmol), prepared as described above, was dissolved in trifluoroacetic acid (10 mL) and stirred for 15 minutes. The solvent was removed and the resulting residue was redissolved in methylene chloride (20 mL). Triethylamine (0.100 g, 0.991 mmol) was then added via syringe and the resulting solution was stirred for 1 hour. Washing with water (50 mL), drying over MgSO4 and concentrating resulted in a white solid (0.180 g, 99%); mp 94°-96° C.; Rf(35% acetone/hexanes): 0:15; HRMS (FAB) MH+ of C20H20N3 O2Cl, calculated 370.1322, found 370.1318.

Workup

  1. customThe solvent was removed
  2. dissolutionthe resulting residue was redissolved in methylene chloride (20 mL)
  3. stirringthe resulting solution was stirred for 1 hour
  4. washWashing with water (50 mL)
  5. dry with materialdrying over MgSO4
  6. concentrationconcentrating

Sources & evidence

ORD record
ord-aa668515a1b24aa6a2bf44f9a041fe8a
Source dataset
uspto-grants-1997_12
Patent number
US05703072

Reaction notes

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