Hydrochloric Acid → HCID 136342442, compound

HRID 412270Notes

Reaction equation

HRID 412270 reaction equation
[NH2:1][C:2]1[C:7]([CH2:8][OH:9])=[C:6]([C:10]2[CH2:11][N:12](C(OC(C)(C)C)=O)[CH2:13][CH2:14][CH:15]=2)[CH:5]=[C:4]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29]CC2C=CC(OC)=CC=2)[N:3]=1.[ClH:39]>O1CCOCC1>[ClH:39].[NH2:1][C:2]1[N:3]=[C:4]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[OH:29])[CH:5]=[C:6]([C:10]2[CH2:11][NH:12][CH2:13][CH2:14][CH:15]=2)[C:7]=1[CH2:8][OH:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22258933HCID 22258933, compound

Product 1

HCID 136342442HCID 136342442, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-butyl 2′-amino-3′-(hydroxymethyl)-6′-{2-[(4-methoxybenzyl)oxy]phenyl}-5,6-dihydro-3,4′-bipyridine-1(2H)-carboxylate (25.0 mg, 0.05 mmol) was treated with 2N HCl in dioxane (4.0 mL) overnight at room temperature. The resulting solid was collected by filtration, washed with ether and dried under reduced pressure to give 2-[6′-amino-5′-(hydroxymethyl)-1,2,5,6-tetrahydro-3,4′-bipyridin-2′-yl]phenol hydrochloride. (14 mg, yield 87%).

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with ether
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-0d561251b1464460850a40fe6c101f98
Source dataset
uspto-grants-2003_05
Patent number
US06562811B1

Reaction notes

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