Ammonia → HCID 67935679, compound

HRID 2351440Notes

Reaction equation

HRID 2351440 reaction equation
[Cl:1][C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[NH:7][C:6]2[CH:16]=[CH:17][CH:18]=[N:19][C:5]1=2)=[O:3].[N:20]1([CH2:25][CH2:26][CH2:27][CH2:28][CH:29]2[CH2:34][CH2:33][CH2:32][N:31]([CH2:35][CH2:36][NH2:37])[CH2:30]2)[CH2:24][CH2:23][CH2:22][CH2:21]1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:50].Cl.N>ClCCl.C(O)C>[ClH:1].[ClH:50].[N:20]1([CH2:25][CH2:26][CH2:27][CH2:28][CH:29]2[CH2:34][CH2:33][CH2:32][N:31]([CH2:35][CH2:36][NH:37][C:2]([N:4]3[C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=4[C:8](=[O:15])[NH:7][C:6]4[CH:16]=[CH:17][CH:18]=[N:19][C:5]3=4)=[O:3])[CH2:30]2)[CH2:21][CH2:22][CH2:23][CH2:24]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 1104396211-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 19846046HCID 19846046, compound

Product 1

HCID 67935679HCID 67935679, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 46 from 11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 2-[3-[4-(pyrrolidin-l-yl)butyl]-piperidin-l-yl]ethanamine in a yield of 35% of theory. The colourless dihydrochloride melted at 170°-172° C.; RF 0.69 (HPTLC ready-made silica gel plates 60 F254 for Nano-TLC, Messrs Merck; eluant: dichloromethane/ethanol/conc. ammonia 65/30/5 v/v/v).

Sources & evidence

ORD record
ord-3ca7d578e352473094da0f10b8fc967f
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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