Diisobutylaluminumhydride → HCID 178486549, compound

HRID 2112537Notes

Reaction equation

HRID 2112537 reaction equation
NC1C=C(OC(C)C)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]([O:52][CH:53]([CH3:55])[CH3:54])=[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]([O:52][CH:53]([CH3:55])[CH3:54])=[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 57642367HCID 57642367, compoundHCID 178456650HCID 178456650, compound

Product 1

HCID 178486549HCID 178486549, compound

Procedure

5-(2-chlorophenyl)-1,2-dihydro-7-methoxy-8-(1-methylethoxy)-3-methyl-pyrazolo[3,4-b][1,4]benzodiazepine (IVii) was prepared by reacting 0.0023 moles of (2-amino-5-methoxy-4-(1-methylethoxy)phenyl)-(2-chlorophenyl)-methanone (Xii) 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-8-(1-methylethoxy)-3-methyl-1-(2-propenyl)-pyrazolo[3,4-b][1,4]benzodiazepine (XIVii) with diisobutylaluminum hydride in a manner analogous to Example 72. MH+/Z=397.

Sources & evidence

ORD record
ord-228831d1149d4c2e8136fa530212f8c9
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

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