4-Bromobutyronitrile → HCID 21490325, compound

HRID 1973690Notes

Reaction equation

HRID 1973690 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=O)[C:5]2([OH:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.Br[CH2:20][CH2:21][CH2:22][C:23]#[N:24]>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]3[CH2:20][CH2:21][CH2:22][CH2:23][N:24]=[C:6]3[C:5]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)([OH:18])[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 214124-BromobutyronitrileHCID 12862128HCID 12862128, compound

Product 1

HCID 21490325HCID 21490325, compound

Procedure

Reaction of 5-chloro-3-hydroxy-3-phenyl-2-indolinone with 4-bromobutyronitrile by a procedure analogous to that in Example 3(a) followed by hydrogenation of the resulting nitrile by a procedure analogous to that of Example 3(b) gives 9-chloro-11-phenyl-2,4,5,11-tetrahydro-3H-1,3-diazepino[1,2-a]indol-11-ol [m.p. of hydrobromide is 298°-300°C(decomp.)].

Sources & evidence

ORD record
ord-3048973dcf3d4d3cba7c62b50f3e1ddb
Source dataset
uspto-grants-1976_12
Patent number
US03998842

Reaction notes

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