Diisobutylaluminumhydride → HCID 178496067, compound

HRID 2112535Notes

Reaction equation

HRID 2112535 reaction equation
NC1C=C(OCCOC)C(OC)=CC=1C(C1C=CC=CC=1Cl)=O.NC1C(C)=NN(CC=C)C=1Cl.[Cl:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[C:42]1[C:48]2[CH:49]=[C:50]([O:58][CH3:59])[C:51]([O:53][CH2:54][CH2:55][O:56][CH3:57])=[CH:52][C:47]=2[N:46]=[C:45]2[N:60](CC=C)[NH:61][C:62]([CH3:63])=[C:44]2[N:43]=1.[H-].C([Al+]CC(C)C)C(C)C>>[Cl:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[C:42]1[C:48]2[CH:49]=[C:50]([O:58][CH3:59])[C:51]([O:53][CH2:54][CH2:55][O:56][CH3:57])=[CH:52][C:47]=2[N:46]=[C:45]2[NH:60][NH:61][C:62]([CH3:63])=[C:44]2[N:43]=1

Participants

5

Reactant 4

HCID 21225700DiisobutylaluminumhydrideHCID 576423441-Allyl-5-chloro-3-methyl-1H-pyrazol-4-amineHCID 57642394(2-Amino-5-methoxy-4-(2-methoxyethoxy)phenyl)-(2-chlorophenyl)-methanoneHCID 178456652HCID 178456652, compound

Product 1

HCID 178496067HCID 178496067, compound

Procedure

5-(2-chlorophenyl)-1,2-dihydro-7-methoxy-8-methoxyethoxy-3-methyl-pyrazolo[3,4-b][1,4]benzodiazepine (IVgg) was prepared by reacting 0.0023 moles of (2-amino-5-methoxy-4-(2-methoxyethoxy)phenyl)-(2-chlorophenyl)-methanone (Xgg) 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-methoxyethoxy-3-methyl-1-(2-propenyl)-pyrazolo[3,4-b][1,4]benzodiazepine (XIVgg) with diisobutylaluminum hydride in a manner analogous to Example 72. MH+/Z=413.

Sources & evidence

ORD record
ord-190caff123f54901a8f457eab545f148
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

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