Bromocyclopentane → HCID 10132449, compound

HRID 276493Notes

Reaction equation

HRID 276493 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[C:12]1[NH:16][C@@H:15]([CH:17]([CH3:19])[CH3:18])[CH2:14][S:13]1.[CH:20]1(Br)[CH2:24][CH2:23][CH2:22][CH2:21]1>>[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[C:12]1[N:16]([CH:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[C@@H:15]([CH:17]([CH3:19])[CH3:18])[CH2:14][S:13]1

Participants

3

Procedure

(1S)-1-Isopropyl-2-hydroxyethylamine was reacted with SOCl2 followed by 2-methyl-4-nitrophenyl isothiocyanate according to Method C2a to give (4S)-2-(2-methyl-4-nitrophenylimino)-4-isopropyl-1,3-thiazolidine. The thiazolidine was reacted with cyclopentyl bromide according to Method D2a to afford (4S)-2-(2-methyl-4-nitrophenylimino)-4-isopropyl-3-cyclopentyl-1,3-thiazolidine.

Sources & evidence

ORD record
ord-a97ca2c58e63445180c13919c330c90a
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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