Acetic Acid → HCID 86734227, compound

HRID 1731088Notes

Reaction equation

HRID 1731088 reaction equation
NCC[C:4]1[N:8]2[C:9]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:10]=3[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:12][CH2:13][C:7]2=[N:6][N:5]=1.C=O.[C:27]([BH3-])#[N:28].[Na+].[CH2:31](N)CN.[C:35](O)(=O)[CH3:36]>C(#N)C>[CH3:31][N:28]([CH2:35][CH2:36][N:5]1[CH2:4][N:8]2[C:9]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:10]=3[C:11]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[N:12][CH2:13][C:7]2=[N:6]1)[CH3:27]

Participants

7

Reactant 5

HCID 176Acetic AcidHCID 712FormaldehydeHCID 3301EthylenediamineHCID 5003444Sodium cyanoborohydrideHCID 21494834HCID 21494834, compound

Product 1

HCID 86734227HCID 86734227, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In the manner given in Example 22, 1-(2-aminoethyl)-8-fluoro-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine in acetonitrile is treated with 37% aqueous formaldehyde and acetic acid and thereafter with sodium cyanoborohydride and the resulting boron complex is warmed with aqueous ethylenediamine to give 1-[2-[(dimethylamino)-ethyl]-8-fluoro-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Sources & evidence

ORD record
ord-511a5d3beabb45279843f80f1d5b44ac
Source dataset
uspto-grants-1976_11
Patent number
US03994941

Reaction notes

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