Hydrochloric Acid → HCID 136342487, compound

HRID 412294Notes

Reaction equation

HRID 412294 reaction equation
[NH2:1][C:2]1[C:7]([CH2:8][N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)=[C:6]([CH:14]2[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]2)[CH:5]=[C:4]([C:27]2[C:32]([OH:33])=[CH:31][CH:30]=[CH:29][C:28]=2[O:34][CH2:35][CH:36]2[CH2:38][CH2:37]2)[N:3]=1.[ClH:39]>O1CCOCC1>[ClH:39].[NH2:1][C:2]1[N:3]=[C:4]([C:27]2[C:28]([O:34][CH2:35][CH:36]3[CH2:37][CH2:38]3)=[CH:29][CH:30]=[CH:31][C:32]=2[OH:33])[CH:5]=[C:6]([CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[C:7]=1[CH2:8][N:9]1[CH:13]=[CH:12][N:11]=[CH:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 136050765HCID 136050765, compound

Product 1

HCID 136342487HCID 136342487, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a stirred solution of tert-butyl 4-[2-amino-6-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-3-(1H-imidazol-1-ylmethyl)-4-pyridinyl]-1-piperidinecarboxylate (0.260 g, 0.500 mmol) in 1,4-dioxane (10 mL) was added 4N HCl in dioxane (10 mL). The mixture was stirred at room temperature for 2 hrs. The resulting precipitate was collected by filtration, washed with acetonitrile, and dried under reduced pressure to give 2-[6-amino-5-(1H-imidazol-1-ylmethyl)-4-(4-piperidinyl)-2-pyridinyl]-3-(cyclopropylmethoxy)phenol hydrochloride. (0.248 g, yield; quant

Workup

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

Sources & evidence

ORD record
ord-9832ea7c1cc546f7b316181f965740f3
Source dataset
uspto-grants-2003_05
Patent number
US06562811B1

Reaction notes

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