Diisobutylaluminumhydride → HCID 178486426, compound

HRID 2112528Notes

Reaction equation

HRID 2112528 reaction equation
NC1C=C(Cl)C(OC)=CC=1C(C1C=CC=CC=1Cl)=O.NC1C(C)=NN(CC=C)C=1Cl.[Cl:31][C:32]1[C:56]([O:57][CH3:58])=[CH:55][C:35]2[C:36]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=3[Cl:54])=[N:37][C:38]3[C:39]([N:41](CC=C)[NH:42][C:43]=3[CH3:44])=[N:40][C:34]=2[CH:33]=1.[H-].C([Al+]CC(C)C)C(C)C>>[Cl:31][C:32]1[C:56]([O:57][CH3:58])=[CH:55][C:35]2[C:36]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=3[Cl:54])=[N:37][C:38]3[C:39]([NH:41][NH:42][C:43]=3[CH3:44])=[N:40][C:34]=2[CH:33]=1

Participants

5

Reactant 4

HCID 21225700DiisobutylaluminumhydrideHCID 576423441-Allyl-5-chloro-3-methyl-1H-pyrazol-4-amineHCID 57642385(2-Amino-4-chloro-5-methoxyphenyl)(2-chlorophenyl)-methanoneHCID 178456647HCID 178456647, compound

Product 1

HCID 178486426HCID 178486426, compound

Procedure

8-chloro-5-(2-chlorophenyl)-1,2-dihydro-7-methoxy-3-methyl-pyrazolo[3,4-b][1,4]benzodiazepine (IVy) was prepared by reacting 0.0012 moles of (2-amino-4-chloro-5-methoxyphenyl)(2-chlorophenyl)-methanone (Xy) 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-7-methoxy-3-methyl-1-(2-propenyl)-pyrazolo[3,4-b][1,4]benzodiazepine (XIVy) with diisobutylaluminum hydride in a manner analogous to Example 72. MH+/Z=373.

Sources & evidence

ORD record
ord-cb7852de0c2d47698f8ce15e8e7ff10f
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

Loading…