Hydrochloric Acid → HCID 21336752, compound

HRID 1937107Notes

Reaction equation

HRID 1937107 reaction equation
[CH2:1](Br)[CH:2]=[CH2:3].[Cl:5][C:6]1[CH:7]=[C:8]([CH2:13][C:14]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][C@@H:17]2[CH2:22][N:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)=[O:15])[CH:9]=[CH:10][C:11]=1[Cl:12].Cl>>[ClH:5].[CH2:1]([N:19]1[CH2:20][CH2:21][N:16]([C:14](=[O:15])[CH2:13][C:8]2[CH:9]=[CH:10][C:11]([Cl:12])=[C:6]([Cl:5])[CH:7]=2)[C@H:17]([CH2:22][N:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)[CH2:18]1)[CH:2]=[CH2:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 7841Allyl bromideHCID 21336729HCID 21336729, compound

Product 1

HCID 21336752HCID 21336752, compoundYield 81%

Procedure

The compound was prepared by coupling of allyl bromide with 1-[(3,4-dichlorophenyl)acetyl]-2-(R)-[(1-pyrrolidinyl)methyl]piperazine in 81% yield; mp: (HCl salt) 157-160° C.; 1H NMR (free base, 200 MHz, CDCl3) δ 1.4-2.0 (6H, m), 2.3-3.0 (6H, m), 3.1-3.8 (4H, m), 4.3-4.8 (1H, m), 4.9-5.1 (2H, m), 5.7-5.9 (1H, m), 7.0-7.3 (3H, m); MS (FAB) 396 (M+H)+; Anal. Calcd for C20H27Cl2N3O.2HCl: C, 51.19; H, 6.23; N, 8.95. Found: C, 50.89; H, 6.42; N, 8.65.

Sources & evidence

ORD record
ord-ee82bac6fa1a41ce854008066cbb90a4
Source dataset
uspto-grants-2002_05
Patent number
US06391910B1

Reaction notes

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