Cyanogen Bromide → HCID 23369555, compound

HRID 1900870Notes

Reaction equation

HRID 1900870 reaction equation
[NH2:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH2:9][CH2:8]3.[N:18]#[C:19]Br>O1CCCC1>[C:19]([NH:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH2:9][CH2:8]3)#[N:18]

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 23369579HCID 23369579, compound

Product 1

HCID 23369555HCID 23369555, compoundYield 43.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using 2-aminomethyl-5-methyl-2,3,6,7,8,9-hexahydrofuro[2,3-f]quinoline-7-one (1.30 g, 5.6 mmol), cyanogen bromide (3.56 g, 33.6 mmol), and tetrahydrofuran (150 ml), the procedure of Example 342 was followed. 0.631 g of the title compound was obtained as yellow crystals (43.8%). Recrystallization from chloroform-methanol yielded the title compound as colorless needles (mp.: 209°-210° C.).

Sources & evidence

ORD record
ord-7a86a1eb08694580b2263a60d496b428
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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