Acetic Acid → HCID 20361351, compound

HRID 268539Notes

Reaction equation

HRID 268539 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH2:15]N)=[N:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:17]3[C:22]([F:23])=[CH:21][CH:20]=[CH:19][C:18]=3[F:24])[C:6]=2[CH:25]=1.C=O.[C:28]([BH3-])#[N:29].[Na+].[C:32](O)(=O)C>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH2:15][N:29]([CH3:28])[CH3:32])=[N:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:17]3[C:22]([F:23])=[CH:21][CH:20]=[CH:19][C:18]=3[F:24])[C:6]=2[CH:25]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 21551926HCID 21551926, compound

Product 1

HCID 20361351HCID 20361351, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In the manner given in Example 23, a solution of 8-chloro-1-(aminomethyl)-6-(2,6-difluorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine in acetonitrile is treated with formalin, sodium cyanoborohydride and acetic acid to give 8-chloro-1-[(dimethylamino)methyl]-6-(2,6-difluorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Sources & evidence

ORD record
ord-74a6b2f2c29f4ec2b0066d3efc44135c
Source dataset
uspto-grants-1976_03
Patent number
US03947466

Reaction notes

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