Diisobutylaluminumhydride → HCID 178486508, compound

HRID 2112527Notes

Reaction equation

HRID 2112527 reaction equation
NC1C=C(OC)C(OC)=CC=1C(C1C=CC=CC=1Cl)=O.NC1C(C)=NN(CC=C)C=1Cl.[Cl:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C:39]1[C:45]2[CH:46]=[C:47]([O:52][CH3:53])[C:48]([O:50][CH3:51])=[CH:49][C:44]=2[N:43]=[C:42]2[N:54](CC=C)[NH:55][C:56]([CH3:57])=[C:41]2[N:40]=1.[H-].C([Al+]CC(C)C)C(C)C>>[Cl:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C:39]1[C:45]2[CH:46]=[C:47]([O:52][CH3:53])[C:48]([O:50][CH3:51])=[CH:49][C:44]=2[N:43]=[C:42]2[NH:54][NH:55][C:56]([CH3:57])=[C:41]2[N:40]=1

Participants

5

Reactant 4

HCID 21225700DiisobutylaluminumhydrideHCID 576423441-Allyl-5-chloro-3-methyl-1H-pyrazol-4-amineHCID 57642368(2-Amino-4,5-dimethoxyphenyl)-(2-chlorophenyl)-methanoneHCID 178456649HCID 178456649, compound

Product 1

HCID 178486508HCID 178486508, compound

Procedure

5-(2-chlorophenyl)-1,2-dihydro-7,8-dimethoxy-3-methyl-pyrazolo[3,4-b][1,4]benzodiazepine (IVx) was prepared by reacting 0.00093 moles of (2-amino-4,5-dimethoxyphenyl)(2-chlorophenyl)-methanone (Xx) 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-7,8-dimethoxy-3-methyl-1-(2-propenyl)-pyrazolo[3,4-b][1,4]benzodiazepine (XIVx) with diisobutylaluminum hydride in a manner analogous to Example 72. MH+/Z=369.

Sources & evidence

ORD record
ord-ffe66174870242be941f53c7711774d1
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

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