2-Amino-4'-chlorobenzophenone → 5-(4-Chlorophenyl)spiro[benzo[e][1,4]diazepine-3,1'-cyclopropan]-2(1H)-one

HRID 1772356Notes

Reaction equation

HRID 1772356 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:14]3[C:15]([CH3:19])=C(C)S[C:13]=3[N:12]3C(C)=NN=[C:11]3[C:10]([CH3:25])([CH3:24])[N:9]=2)=[CH:4][CH:3]=1.N[C:27]1C=CC=C[C:28]=1C(C1C=CC(Cl)=CC=1)=O.NC1SC(C)=C(C)C=1C(C1C=CC(Cl)=CC=1)=[O:49]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:14]3[CH:15]=[CH:19][CH:28]=[CH:27][C:13]=3[NH:12][C:11](=[O:49])[C:10]3([N:9]=2)[CH2:24][CH2:25]3)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 761662-Amino-4'-chlorobenzophenoneHCID 719710(2-Amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanoneHCID 545887644-(4-chlorophenyl)-2,3,6,6,9-pentamethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine

Product 1

HCID 678182825-(4-Chlorophenyl)spiro[benzo[e][1,4]diazepine-3,1'-cyclopropan]-2(1H)-one

Procedure

A procedure analogous to that set forth in the synthesis of Compound 214 was followed, with the exception that (2-aminophenyl)(4-chlorophenyl)methanone was used as starting material instead of (2-amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanone. LRMS (M+H)+: 297 m/z.

Sources & evidence

ORD record
ord-64ea2142a7d641c2ba2e1a51e1b7c2b7
Source dataset
uspto-grants-2016_02
Patent number
US09249161B2

Reaction notes

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