Chloride → HCID 18613202, compound

HRID 1265858Notes

Reaction equation

HRID 1265858 reaction equation
[Cl:1][C:2]1[C:3]([N:27]([CH3:31])[CH2:28][CH2:29][CH3:30])=[CH:4][C:5]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([N:18]4[C:22]([CH2:23]O)=[CH:21][N:20]=[N:19]4)[CH:13]=3)[CH2:9][C:8](=[O:25])[NH:7][C:6]=2[CH:26]=1.S(Cl)(Cl)=O.[Cl-].[CH2:37]([NH:39][CH2:40][CH3:41])[CH3:38]>ClCCl.CN(C=O)C>[Cl:1][C:2]1[C:3]([N:27]([CH3:31])[CH2:28][CH2:29][CH3:30])=[CH:4][C:5]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([N:18]4[C:22]([CH2:23][N:39]([CH2:40][CH3:41])[CH2:37][CH3:38])=[CH:21][N:20]=[N:19]4)[CH:13]=3)[CH2:9][C:8](=[O:25])[NH:7][C:6]=2[CH:26]=1

Participants

7

Reactant 4

HCID 312ChlorideHCID 8021DiethylamineHCID 24386Thionyl ChlorideHCID 18613113HCID 18613113, compound

Product 1

HCID 18613202HCID 18613202, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from 8-chloro-7-(methyl-propyl-amino)-4-[3-(5-hydroxymethyl-[1,2,3]triazol-1-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Example 29) (219 mg, 0.50 mmol) by reaction with thionylchloride in dichloro-methane and subsequent treatment of the corresponding chloride with diethylamine in DMF according to the method described in Example 45. Obtained as a light yellow solid (123 mg, 50%).

Sources & evidence

ORD record
ord-1310719ee81041668e12b34611a085a3
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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