Diisobutylaluminumhydride → HCID 178421674, compound

HRID 2112536Notes

Reaction equation

HRID 2112536 reaction equation
NC1C=C(Cl)C(C)=CC=1C(C1C=CC=CC=1Cl)=O.NC1C(C)=NN(CC=C)C=1Cl.[Cl:30][C:31]1[C:55]([CH3:56])=[CH:54][C:34]2[C:35]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=3[Cl:53])=[N:36][C:37]3[C:38]([N:40](CC=C)[NH:41][C:42]=3[CH3:43])=[N:39][C:33]=2[CH:32]=1.[H-].C([Al+]CC(C)C)C(C)C>>[Cl:30][C:31]1[C:55]([CH3:56])=[CH:54][C:34]2[C:35]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=3[Cl:53])=[N:36][C:37]3[C:38]([NH:40][NH:41][C:42]=3[CH3:43])=[N:39][C:33]=2[CH:32]=1

Participants

5

Reactant 4

HCID 21225700DiisobutylaluminumhydrideHCID 576423441-Allyl-5-chloro-3-methyl-1H-pyrazol-4-amineHCID 57642361HCID 57642361, compoundHCID 178456640HCID 178456640, compound

Product 1

HCID 178421674HCID 178421674, compound

Procedure

8-chloro-5-(2-chlorophenyl)-1,2-dihydro-3,7-dimethyl-pyrazolo[3,4-b][1,4]benzodiazepine (IVhh) was prepared by reacting 0.0023 moles of (2-amino-4-chloro-5-methylphenyl)-(2-chlorophenyl)-methanone (Xhh) with 4-amino-5-chloro-3-methyl-1-(2-propenyl)-1H-pyrazole (XIII), and subsequent dealkylation of the intermediate, 8-chloro-5-(2-chlorophenyl)-1,2-dihydro-3,7-dimethyl-1-(2-propenyl)-pyrazolo[3,4-b][1,4]benzodiazepine (XIVhh) with diisobutylaluminum hydride in a manner analogous to Example 72. MH+/Z=357.

Sources & evidence

ORD record
ord-ffd30c4d50f54f8598de1ac9b8da5ff5
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

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