Hydrochloric Acid → 1-{4-[4-((R)-1-Pyrrolidin-2-ylmethoxy)-phenoxy]-phenyl}-1H-[1,2,4]triazole hydrochloride salt

HRID 1909793Notes

Reaction equation

C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH:32]=[N:31][CH:30]=[N:29]3)=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.[ClH:33].O1CCOCC1>>[ClH:33].[NH:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH:32]=[N:31][CH:30]=[N:29]3)=[CH:24][CH:23]=2)=[CH:17][CH:16]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 69000404(R)-2-[4-(4-[1,2,4]Triazol-1-yl-phenoxy)-phenoxymethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 690016221-{4-[4-((R)-1-Pyrrolidin-2-ylmethoxy)-phenoxy]-phenyl}-1H-[1,2,4]triazole hydrochloride saltYield 80%

Procedure

The title compound (80 mg, 80%) was prepared from the product of step 1 (130 mg, 0.30 mmol) and 4M HCl in dioxane (0.75 ml, 3 mmol) using the procedure of Example 146, step 4; 1HNMR (400 MHz, CD3OD) δ 10.15 (br, 1H), 9.80 (br, 1H), 7.82 (br, 2H), 7.00 (m, 8H), 4.12 (br, 2H), 4.01 (br, 1H), 3.36 (m, 2H), 2.18-1.96 (m, 4H); LC/MS (ESI+) 99%, 337 (100, M+1).

Sources & evidence

ORD record: ord-7b622e46f2a7485dbd2838573d0457af
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598359B2

Reaction notes

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