Hydrochloric Acid → HCID 11503789, compound

HRID 1362987Notes

Reaction equation

HRID 1362987 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([O:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:30])[C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)=[CH:17][C:16]=2[C:31]2[N:32]([CH3:37])[N:33]=[CH:34][C:35]=2[Br:36])[CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[Br:36][C:35]1[CH:34]=[N:33][N:32]([CH3:37])[C:31]=1[C:16]1[CH:17]=[C:18]([NH:21][C:22](=[O:30])[C:23]2[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=2)[CH:19]=[CH:20][C:15]=1[O:14][CH:10]1[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58964280HCID 58964280, compound

Product 1

HCID 11503789HCID 11503789, compoundYield 121.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 3-[2-(4-bromo-2-methyl-2H-pyrazol-3-yl)-4-(4-fluoro-benzoylamino)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (36 mg) was added HCl in dioxane (4 M, 1 mL), the mixture was stirred at r.t. for a few hours. The solvent was concentrated in vacuo to give the title compound (36 mg) as HCl salt. 1H NMR (DMSO-d6, 400 MHz) δ 1.42-2.08 (m, 4H), 2.72-3.38 (m, 4H), 3.73 (d, 3H), 4.45 (m, 1H), 7.33-7.39 (m, 3H), 7.65 (d, J=2.53 Hz, 1H), 7.74 (t, J=3.03 Hz, 1H), 7.90-7.95 (m, 1H), 8.03-8.07 (m, 2H), 8.85-9.02 (m, 1H), 9.15-9.30 (m, 1H), 10.4 (s, 1H). Exact mass calculated for C22H22BrFN4O2 472.1. found 473.3/475.3 (MH+).

Workup

  1. concentrationThe solvent was concentrated in vacuo

Sources & evidence

ORD record
ord-1b6dd76cbba04312a8548aa8ba2ce5f9
Source dataset
uspto-grants-2011_02
Patent number
US07884101B2

Reaction notes

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