4-(4-tert-Butylanilino)-3-methoxy-2-methylpyridine → 4-(4-tert-Butylcyclohexylamino)-3-methoxy-2-methylpyridine

HRID 1011

Reaction equation

HRID 1011 reaction equation
[C:1]([C:5]1[CH:20]=[CH:19][C:8]([NH:9][C:10]2[CH:15]=[CH:14][N:13]=[C:12]([CH3:16])[C:11]=2[O:17][CH3:18])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>CO.Cl.O>[C:1]([CH:5]1[CH2:20][CH2:19][CH:8]([NH:9][C:10]2[CH:15]=[CH:14][N:13]=[C:12]([CH3:16])[C:11]=2[O:17][CH3:18])[CH2:7][CH2:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 1

HCID 196939534-(4-tert-Butylanilino)-3-methoxy-2-methylpyridine

Product 1

HCID 544512624-(4-tert-Butylcyclohexylamino)-3-methoxy-2-methylpyridine

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1 g of 4-(4-tert-butylanilino)-3-methoxy-2-methylpyridine in 20 ml of methanol, 3.7 ml of 2N HCl and 1.3 ml of water are hydrogenated at room temperature and normal pressure until absorption of hydrogen has ended using 1 g of rhodium on alumina (5% strength). After filtering and concentrating 1 g of syrup remains=100% isomer mixture.

Workup

  1. customare hydrogenated at room temperature
  2. customnormal pressure until absorption of hydrogen
  3. filtrationAfter filtering
  4. concentrationconcentrating 1 g of syrup

Sources & evidence

ORD record
ord-61a0177588e440db829d21a8578b91c1
Source dataset
uspto-grants-1998_03
Patent number
US05723450

Linked notes

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