4-[4-(5-Bromo-3-methylpyridin-2-yl)cyclohex-3-en-1-yl]morpholine → 6-(4-{[tert-Butyl(dimethyl)silyl]oxy}cyclohex-1-en-1-yl)-5-methylpyridin-3-amine

HRID 1748532Notes

Reaction equation

HRID 1748532 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH3:22])[C:5]([C:8]2[CH2:13][CH2:12][CH:11]([O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH2:10][CH:9]=2)=[N:6][CH:7]=1.BrC1C=C(C)C(C2CCC(N3CCOCC3)CC=2)=[N:28]C=1>>[Si:15]([O:14][CH:11]1[CH2:12][CH2:13][C:8]([C:5]2[N:6]=[CH:7][C:2]([NH2:28])=[CH:3][C:4]=2[CH3:22])=[CH:9][CH2:10]1)([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 866924794-[4-(5-Bromo-3-methylpyridin-2-yl)cyclohex-3-en-1-yl]morpholineHCID 866924835-Bromo-2-(4-{[tert-butyl(dimethyl)silyl]oxy}cyclohex-1-en-1-yl)-3-methylpyridine

Product 1

HCID 866924826-(4-{[tert-Butyl(dimethyl)silyl]oxy}cyclohex-1-en-1-yl)-5-methylpyridin-3-amine

Procedure

5-Bromo-2-(4-{[tert-butyl(dimethyl) silyl]oxy}cyclohex-1-en-1-yl)-3-methylpyridine (8.4 g) was used inn place of 4-[4-(5-bromo-3-methylpyridin-2-yl)cyclohex-3-en-1-yl]morpholine in Reference Example 108, and reacted and treated in a similar manner to give the titled compound (5.76 g) as a brown solid.

Workup

  1. customreacted
  2. additiontreated in a similar manner

Sources & evidence

ORD record
ord-595c106d475843f79fe78375d62dc57d
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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