Hydrochloric Acid → HCID 135550596, compound

HRID 412289Notes

Reaction equation

HRID 412289 reaction equation
[NH2:1][C:2]1[C:7]([CH:8]=[O:9])=[C:6]([CH:10]2[CH2:15][CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11]2)[CH:5]=[C:4]([C:23]2[C:28]([OH:29])=[CH:27][CH:26]=[CH:25][C:24]=2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[N:3]=1.[ClH:38]>O1CCOCC1>[ClH:38].[NH2:1][C:2]1[N:3]=[C:4]([C:23]2[C:28]([OH:29])=[CH:27][CH:26]=[CH:25][C:24]=2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:5]=[C:6]([CH:10]2[CH2:15][CH2:14][CH2:13][NH:12][CH2:11]2)[C:7]=1[CH:8]=[O:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 136050738HCID 136050738, compound

Product 1

HCID 135550596HCID 135550596, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a stirred solution of tert-butyl 3-{2-amino-6-[2-(benzyloxy)-6-hydroxyphenyl]-3-formyl-4-pyridinyl}-1-piperidinecarboxylate (0.090 g, 0.183 mmol) in 1,4-dioxane (2 mL) was added 4N HCl in dioxane (2 mL). The mixture was stirred at room temperature for 2 hrs. The resulting precipitate was collected by filtration, washed with acetonitril, and dried under reduced pressure to give 2-amino-6-[2-(benzyloxy)-6-hydroxyphenyl]-4-(3-piperidinyl)nicotinaldehyde hydrochloride. (0.103 g, yield quant.)

Workup

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

Sources & evidence

ORD record
ord-e1fdf90a20124d779af568eaca43163c
Source dataset
uspto-grants-2003_05
Patent number
US06562811B1

Reaction notes

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