Hydrochloric Acid → (3-{[(3,5-Dimethyl-isoxazole-4-sulfonyl)-(4-pyrimidin-2-yl-benzyl)-amino]-methyl}-phenoxy)-acetic acid hydrochloride salt

HRID 2300524Notes

Reaction equation

HRID 2300524 reaction equation
C([O:5][C:6](=[O:40])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]([S:30]([C:33]2[C:34]([CH3:39])=[N:35][O:36][C:37]=2[CH3:38])(=[O:32])=[O:31])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[N:29]=[CH:28][CH:27]=[CH:26][N:25]=3)=[CH:20][CH:19]=2)[CH:10]=1)(C)(C)C.C(O)(C(F)(F)F)=O.[ClH:48]>O1CCOCC1>[ClH:48].[CH3:39][C:34]1[C:33]([S:30]([N:16]([CH2:15][C:11]2[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=2)[O:8][CH2:7][C:6]([OH:40])=[O:5])[CH2:17][C:18]2[CH:19]=[CH:20][C:21]([C:24]3[N:29]=[CH:28][CH:27]=[CH:26][N:25]=3)=[CH:22][CH:23]=2)(=[O:31])=[O:32])=[C:37]([CH3:38])[O:36][N:35]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 53857383(3-{[(3,5-Dimethyl-isoxazole-4-sulfonyl)-(4-pyrimidin-2-yl-benzyl)-amino]-methyl}-phenoxy)-acetic acid tert-butyl ester

Product 1

HCID 69293743(3-{[(3,5-Dimethyl-isoxazole-4-sulfonyl)-(4-pyrimidin-2-yl-benzyl)-amino]-methyl}-phenoxy)-acetic acid hydrochloride salt

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound was prepared following the method described in Example 3, Step C from (3-{[(3,5-dimethyl-isoxazole-4-sulfonyl)-(4-pyrimidin-2-yl-benzyl)-amino]-methyl}-phenoxy)-acetic acid tert-butyl ester of Step A. The HCl salt was prepared by treating the TFA salt with HCl in dioxane (4M) as described in Step C of Example 13i. 1H NMR (400 MHz, CDCl3) δ 8.92 (d, 1H, J=4.1 Hz), 8.25 (d, 1H, J=2.9 Hz), 7.55-6.71 (m, 8H), 6.62 (m, 1H), 4.55 (s, 2H), 4.52 (s, 2H), 4.45 (s, 2H), 2.62 (s, 3H), 2.43 (s, 3H); M 507 (M−1).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-6c1f404fa8b349cba51b2591503dc144
Source dataset
uspto-grants-2002_12
Patent number
US06498172B1

Reaction notes

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