Diisobutylaluminumhydride → HCID 178486442, compound

HRID 2112532Notes

Reaction equation

HRID 2112532 reaction equation
NC1C=C(F)C(OC)=CC=1C(C1C=CC=CC=1Cl)=O.NC1C(C)=NN(CC=C)C=1Cl.[Cl:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[C:38]1[C:44]2[CH:45]=[C:46]([O:50][CH3:51])[C:47]([F:49])=[CH:48][C:43]=2[N:42]=[C:41]2[N:52](CC=C)[NH:53][C:54]([CH3:55])=[C:40]2[N:39]=1.[H-].C([Al+]CC(C)C)C(C)C>>[Cl:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[C:38]1[C:44]2[CH:45]=[C:46]([O:50][CH3:51])[C:47]([F:49])=[CH:48][C:43]=2[N:42]=[C:41]2[NH:52][NH:53][C:54]([CH3:55])=[C:40]2[N:39]=1

Participants

5

Reactant 4

HCID 21225700DiisobutylaluminumhydrideHCID 57642329(2-Amino-4-fluoro-5-methoxyphenyl)-(2-chlorophenyl)-methanoneHCID 576423441-Allyl-5-chloro-3-methyl-1H-pyrazol-4-amineHCID 178456648HCID 178456648, compound

Product 1

HCID 178486442HCID 178486442, compound

Procedure

5-(2-chlorophenyl)-1,2-dihydro-8-fluoro-7-methoxy-3-methyl-pyrazolo[3,4-b][1,4]benzodiazepine (IVdd) was prepared by reacting 0.0023 moles of (2-amino-4-fluoro-5-methoxyphenyl)-(2-chlorophenyl)-methanone (Xdd) with 4-amino-5-chloro-3-methyl-1-(2-propenyl)-1 H-pyrazole (XIII), and subsequent dealkylation of the intermediate, 5-(2-chlorophenyl)-1,2-dihydro-8-fluoro-7-methoxy-3-methyl-1-(2-propenyl)-pyrazolo[3,4-b][1,4]benzodiazepine (XIVdd) with diisobutylaluminum hydride in a manner analogous to Example 72. MH+/Z=357.

Sources & evidence

ORD record
ord-fc18d0116d304004b0bd71f66b3c00c5
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

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