Cyanuric chloride → tert-Butyl 4-[3-chloro-5-(1-chloroethyl)-6-methoxy-2-methylphenyl]piperidine-1-carboxylate

HRID 1499822Notes

Reaction equation

HRID 1499822 reaction equation
[Cl:1][C:2]1[C:3]([CH3:26])=[C:4]([CH:13]2[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]2)[C:5]([O:11][CH3:12])=[C:6]([CH:8](O)[CH3:9])[CH:7]=1.N1C(Cl)=NC(Cl)=NC=1[Cl:29]>>[Cl:1][C:2]1[C:3]([CH3:26])=[C:4]([CH:13]2[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]2)[C:5]([O:11][CH3:12])=[C:6]([CH:8]([Cl:29])[CH3:9])[CH:7]=1

Participants

3

Reactant 2

HCID 7954Cyanuric chlorideHCID 86677744Tert-butyl 4-[3-chloro-5-(1-hydroxyethyl)-6-methoxy-2-methylphenyl]piperidine-1-carboxylate

Product 1

HCID 86677743tert-Butyl 4-[3-chloro-5-(1-chloroethyl)-6-methoxy-2-methylphenyl]piperidine-1-carboxylate

Procedure

This compound was prepared according to the procedure of Example 13 step 6, using tert-butyl 4-[3-chloro-5-(1-hydroxyethyl)-6-methoxy-2-methylphenyl]piperidine-1-carboxylate (racemic) and cyanuric chloride as the starting materials. 1H NMR (400 MHz, CDCl3): δ 7.44 (s, 1H), 5.46 (m, 1H), 4.23 (bs, 2H), 3.73 (s, 3H), 3.29 (bs, 1H), 2.78 (bs, 2H), 2.40 (s, 3H), 2.27-2.09 (m, 2H), 1.78 (d, 3H), 1.63 (m, 2H), 1.43 (s, 9H) ppm.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-b456b20d7c4742bb87b5a70e70dfedc1
Source dataset
uspto-grants-2015_12
Patent number
US09199982B2

Reaction notes

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