Acetaldehyde → Desmethyltriazolam

HRID 597084Notes

Reaction equation

HRID 597084 reaction equation
CNC(C)C[C:5]1[N:9]2[C:10]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:11]=3[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[Cl:21])=[N:13][CH2:14][C:8]2=[N:7][N:6]=1.C(=O)C.C([BH3-])#N.[Na+]>>[Cl:26][C:23]1[CH:24]=[CH:25][C:10]2[N:9]3[CH:5]=[N:6][N:7]=[C:8]3[CH2:14][N:13]=[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[Cl:21])[C:11]=2[CH:22]=1

Participants

4

Reactant 3

HCID 177AcetaldehydeHCID 5003444Sodium cyanoborohydrideHCID 21449000HCID 21449000, compound

Product 1

HCID 826660Desmethyltriazolam

Procedure

In the manner given in Example 22, 1-[2-(methylamino)-propyl]-8-chloro-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a]-[1,4]benzodiazepine is treated successively with acetaldehyde and sodium cyanoborohydride to give 1-[2-N-ethyl-N-methylamino)propyl]-8-chloro-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Sources & evidence

ORD record
ord-6554a2a5adf64f16b657c1b2df0bc7b0
Source dataset
uspto-grants-1977_03
Patent number
US04012413

Reaction notes

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