Triethylamine → HCID 15614797, compound

HRID 1084619Notes

Reaction equation

HRID 1084619 reaction equation
[NH2:1][CH:2]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]2[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:5]=2[N:4]([CH3:20])[C:3]1=[O:21].[CH3:22][O:23][C:24]1[CH:25]=[C:26]([N:30]=[C:31]=[O:32])[CH:27]=[CH:28][CH:29]=1.C(N(CC)CC)C>C1COCC1>[CH3:22][O:23][C:24]1[CH:25]=[C:26]([NH:30][C:31]([NH:1][CH:2]2[N:8]=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:6]3[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:5]=3[N:4]([CH3:20])[C:3]2=[O:21])=[O:32])[CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 878433-Methoxyphenyl isocyanateHCID 15167833HCID 15167833, compound

Product 1

HCID 15614797HCID 15614797, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Equimolar amounts of 3-(R,S)-amino-1,3-dihydro-1,9-dimethyl-5-phenyl-2H-1,4-benzodiazepin-2-one, 3-methoxyphenylisocyanate and triethylamine were mixed in THF at 0° C. and stirred 20 minutes. Removal of THF in vacuo, dissolution of the residue in CH2Cl2 and flash chromatography on silica gel (12% Et2O in CH2Cl2) gave the title compound which was crystallized as a white fluffy solid from Et2O: m.p. 215°-217° C.

Workup

  1. customRemoval of THF
  2. dissolutionin vacuo, dissolution of the residue in CH2Cl2

Sources & evidence

ORD record
ord-64af7974969646d5a7af08bd435171e5
Source dataset
uspto-grants-1991_04
Patent number
US05004741

Reaction notes

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