Triethylamine → HCID 54306635, compound

HRID 1110205Notes

Reaction equation

HRID 1110205 reaction equation
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:5][C@@H:4]([NH:19][C:20](OC2C=CC([N+]([O-])=O)=CC=2)=[O:21])[C:3]1=[O:32].[CH2:33]([O:35][C:36](=[O:44])[C:37]1[CH:42]=[CH:41][CH:40]=[C:39]([NH2:43])[CH:38]=1)[CH3:34].C(N(CC)CC)C>CN(C=O)C>[CH2:33]([O:35][C:36](=[O:44])[C:37]1[CH:42]=[CH:41][CH:40]=[C:39]([NH:43][C:20]([NH:19][C@@H:4]2[N:5]=[C:6]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N:2]([CH3:1])[C:3]2=[O:32])=[O:21])[CH:38]=1)[CH3:34]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11400Ethyl 3-aminobenzoateHCID 9980117HCID 9980117, compound

Product 1

HCID 54306635HCID 54306635, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(R)-1,3-Dihydro-1-methyl-3-(p-nitrophenyloxycarbonyl)amino-5-phenyl-2H-1,4-benzodiazepin-2-one (150 mg, 0.35 mmol), 3-aminobenzoic acid ethyl ester (61 mg, 0.37 mmol), and triethylamine (52.5 mg, 0.52 mmol) were combined in DMF (2 ml) and heated at 45° overnight. The DMF was removed in vacuo and the residue crystallized from ethyl acetate to provide the title compound: (mp 140°-142° C.).

Workup

  1. temperatureheated at 45° overnight
  2. customThe DMF was removed in vacuo
  3. customthe residue crystallized from ethyl acetate

Sources & evidence

ORD record
ord-8feb7835c14e4a05b039bc6693af5c32
Source dataset
uspto-grants-1994_06
Patent number
US05324726

Reaction notes

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