Diisobutylaluminumhydride → HCID 178486410, compound

HRID 2112534Notes

Reaction equation

HRID 2112534 reaction equation
NC1C=C(C2C=CC=CC=2)C(OC)=CC=1C(C1C=CC=CC=1Cl)=O.NC1C(C)=NN(CC=C)C=1Cl.[Cl:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[C:43]1[C:49]2[CH:50]=[C:51]([O:60][CH3:61])[C:52]([C:54]3[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=3)=[CH:53][C:48]=2[N:47]=[C:46]2[N:62](CC=C)[NH:63][C:64]([CH3:65])=[C:45]2[N:44]=1.[H-].C([Al+]CC(C)C)C(C)C>>[Cl:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[C:43]1[C:49]2[CH:50]=[C:51]([O:60][CH3:61])[C:52]([C:54]3[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=3)=[CH:53][C:48]=2[N:47]=[C:46]2[NH:62][NH:63][C:64]([CH3:65])=[C:45]2[N:44]=1

Participants

5

Reactant 4

HCID 21225700DiisobutylaluminumhydrideHCID 576423441-Allyl-5-chloro-3-methyl-1H-pyrazol-4-amineHCID 57642374(2-Amino-5-methoxy-4-phenylphenyl)-(2-chlorophenyl)-methanoneHCID 178456644HCID 178456644, compound

Product 1

HCID 178486410HCID 178486410, compound

Procedure

5-(2-chlorophenyl)-1,2-dihydro-7-methoxy-3-methyl-8-phenyl-pyrazolo[3,4-b][1,4]benzodiazepine (IVff) was prepared by reacting 0.0023 moles of (2-amino-5-methoxy-4-phenylphenyl)-(2-chlorophenyl)-methanone (Xff) with 4-amino-5-chloro-3-methyl-1-(2-propenyl)-1H-pyrazole (XIII), and subsequent dealkylation of the intermediate, 5-(2-chlorophenyl)-1,2-dihydro-7-methoxy-3-methyl-8-phenyl-1-(2-propenyl)-pyrazolo[3,4-b][1,4]benzodiazepine (XIVff) with diisobutylaluminum hydride in a manner analogous to Example 72. MH+/Z=415.

Sources & evidence

ORD record
ord-b4d3c287125c48db83ba8514a4f87b0c
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

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