1,4-Dioxane hydrochloride → HCID 67027118, compound

HRID 446743Notes

Reaction equation

HRID 446743 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[N:10][N:11]([CH:13]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]3)[CH:12]=2)=[CH:4][C:3]=1[C:26]1[N:30]([C:31]2[CH:36]=[CH:35][C:34]([CH3:37])=[C:33]([F:38])[C:32]=2[F:39])[N:29]=[N:28][N:27]=1.[ClH:40].O1CCOCC1>>[ClH:40].[ClH:40].[F:39][C:32]1[C:33]([F:38])=[C:34]([CH3:37])[CH:35]=[CH:36][C:31]=1[N:30]1[C:26]([C:3]2[C:2]([NH2:1])=[N:7][CH:6]=[C:5]([C:8]3[CH:9]=[N:10][N:11]([CH:13]4[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]4)[CH:12]=3)[CH:4]=2)=[N:27][N:28]=[N:29]1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 58293764HCID 58293764, compound2×

Product 1

HCID 67027118HCID 67027118, compoundYield 99.3%

Procedure

tert-Butyl 4-(4-(6-amino-5-(1-(2,3-difluoro-4-methylphenyl)-1H-tetrazol-5-yl)pyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate (Compound 1102, 3.5 g, 6.511 mmol) was treated with 4.0 M HCl/dioxane (50 mL, 200.0 mmol) for 1 h at RT. The precipitate was collected by filtration and dried under vacuum to give 3-(1-(2,3-difluoro-4-methylphenyl)-1H-tetrazol-5-yl)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine dihydrochloride salt (Compound 11, 3.3 g, 99%) as a slightly yellow solid.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customdried under vacuum

Sources & evidence

ORD record
ord-3c46e3c7128c400da1d52ae650f7ba54
Source dataset
uspto-grants-2013_07
Patent number
US08481524B2

Reaction notes

Loading…