Triethylamine → HCID 131716822, compound

HRID 1084622Notes

Reaction equation

HRID 1084622 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][C:17]([CH3:19])=[CH:18][C:5]=2[N:4]([CH3:20])[C:3]1=[O:21].N1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[C:23]1[C:31](Cl)=[O:32].C([N:36](CC)CC)C>CCOCC>[CH3:20][N:4]1[C:5]2[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:6]=2[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:8][CH:2]([N:1]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH:24]=[C:23]2[C:31]([NH2:36])=[O:32])[C:3]1=[O:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 118162081H-indole-2-carbonyl ChlorideHCID 15167835HCID 15167835, compound

Product 1

HCID 131716822HCID 131716822, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Equimolar amounts of 3-(R,S)-amino-1,3-dihydro-1,8-dimethyl-5-phenyl-2H-1,4-benzodiazepin-2-one, indole-2-carbonyl chloride, and triethylamine were mixed at room temperature and stirred 30 minutes. Flash chromatography of the reaction solution on silica gel (7% Et2O in CH2Cl2) provided the title compound as a crystalline solid from Et2O: m.p. 291°-294° C.

Sources & evidence

ORD record
ord-4648eba4a2f14c0fb65d1534aa988269
Source dataset
uspto-grants-1991_04
Patent number
US05004741

Reaction notes

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