4-(Bromomethyl)benzonitrile → HCID 21242101, compound

HRID 1761704Notes

Reaction equation

HRID 1761704 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[N:10]3[CH:16]=[CH:15][C:14](=[O:17])[CH:13]=[CH:12][C:11]=23)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]#[N:33])=[CH:28][CH:27]=1>CN(C)C1C=CN=CC=1.C(Cl)(Cl)Cl>[C:32]([C:29]1[CH:30]=[CH:31][C:26]([CH2:25][N:21]2[CH2:20][CH2:19][N:18]([C:9]3[N:10]4[CH:16]=[CH:15][C:14](=[O:17])[CH:13]=[CH:12][C:11]4=[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH:8]=3)[CH2:23][CH2:22]2)=[CH:27][CH:28]=1)#[N:33]

Participants

5

Reactant 2

HCID 869964-(Bromomethyl)benzonitrileHCID 13691038HCID 13691038, compound

Product 1

HCID 21242101HCID 21242101, compoundYield 12.9%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6212ChloroformSolvent

Procedure

By working as in Example 2, but starting with 1-phenyl-3-(1-piperazinyl)-7H-pyrrolo[1,2-a]azepin-7-one (3.05 g), α-bromo-p-toluonitrile (2.35 g) and 4-dimethylaminopyridine (1.48 g) in solution in chloroform (80 cc), 3-[4-(4-cyanobenzyl)-1-piperazinyl]-1-phenyl-7H-pyrrolo[1,2-a]azepin-7-one (0.54 g), m.p. 196° C., is obtained after recrystallization in ethanol (25 cc).

Sources & evidence

ORD record
ord-385dfa8e584f40d39646c5ffcad80b3a
Source dataset
uspto-grants-1989_05
Patent number
US04826974

Reaction notes

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