Diisobutylaluminumhydride → HCID 178486421, compound

HRID 2112533Notes

Reaction equation

HRID 2112533 reaction equation
NC1C=C(C(F)(F)F)C(OC)=CC=1C(C1C=CC=CC=1Cl)=O.NC1C(C)=NN(CC=C)C=1Cl.[Cl:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[C:41]1[C:47]2[CH:48]=[C:49]([O:56][CH3:57])[C:50]([C:52]([F:55])([F:54])[F:53])=[CH:51][C:46]=2[N:45]=[C:44]2[N:58](CC=C)[NH:59][C:60]([CH3:61])=[C:43]2[N:42]=1.[H-].C([Al+]CC(C)C)C(C)C>>[Cl:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[C:41]1[C:47]2[CH:48]=[C:49]([O:56][CH3:57])[C:50]([C:52]([F:54])([F:55])[F:53])=[CH:51][C:46]=2[N:45]=[C:44]2[NH:58][NH:59][C:60]([CH3:61])=[C:43]2[N:42]=1

Participants

5

Reactant 4

HCID 21225700DiisobutylaluminumhydrideHCID 576423441-Allyl-5-chloro-3-methyl-1H-pyrazol-4-amineHCID 57642380(2-Amino-5-methoxy-4-trifluoromethylphenyl)-(2-chlorophenyl)-methanoneHCID 178456646HCID 178456646, compound

Product 1

HCID 178486421HCID 178486421, compound

Procedure

5-(2-chlorophenyl)-1,2-dihydro-7-methoxy-3-methyl-8-trifluoromethyl-pyrazolo[3,4-b][1,4]benzodiazepine (IVee) was prepared by reacting 0.0023 moles of (2-amino-5-methoxy-4-trifluoromethylphenyl)-(2-chlorophenyl)-methanone (Xee) 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-1-(2-propenyl)-8-trifluoromethyl-pyrazolo[3,4-b][1,4]benzodiazepine (XIVee) with diisobutylaluminum hydride in a manner analogous to Example 72. MH+/Z=407.

Sources & evidence

ORD record
ord-b823f49d1a5a497798e542877fff0348
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

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