Hydrochloric Acid → 2-[(3-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenoxy)methyl]cyclopropanecarboxylic Acid

HRID 1370963Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1370963
[CH2:1]([N:8]([CH2:21][C:22]1[CH:44]=[CH:43][C:25]([O:26][C:27]2[CH:28]=[C:29]([CH:40]=[CH:41][CH:42]=2)[O:30][CH2:31][CH:32]2[CH2:34][CH:33]2[C:35]([O:37]CC)=[O:36])=[CH:24][CH:23]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O1CCCC1>O>[CH2:1]([N:8]([CH2:21][C:22]1[CH:23]=[CH:24][C:25]([O:26][C:27]2[CH:28]=[C:29]([CH:40]=[CH:41][CH:42]=2)[O:30][CH2:31][CH:32]2[CH2:34][CH:33]2[C:35]([OH:37])=[O:36])=[CH:43][CH:44]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 18511920Ethyl 2-((3-(4-((benzyl(2-methyl-3-((methylsulfonyl)amino)phenyl)amino)methyl)phenoxy)phenoxy)methyl)cyclopropanecarboxylate

Produkt 1

HCID 101211712-[(3-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenoxy)methyl]cyclopropanecarboxylic Acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To the product from Example 284A was added 2N hydrochloric acid (1 mL), tetrahydrofuran (0.5 mL) and water (0.5 mL). The reaction mixture was stirred at room temperature overnight. Water (2 mL) was added. The solution was neutralized with 1N hydrochloric aid until pH=2˜3. The product was extracted with ethyl acetate (2 mL), dried in vaccuo, and purified by HPLC to provide the titled compound. 1H NMR (500 MHz, DMSO-d6) δ12.01-12.29 (br.s, 1 H), 8.95 (s, 1 H), 7.23 (m, 8 H), 7.03 (m, 1 H), 6.94 (m, 4 H), 6.69 (m, 1 H), 6.50 (m, 2 H), 4.06 (s, 2 H), 4.03 (s, 2 H), 3.94 (m, 1 H), 3.80 (m, 1 H), 2.91 (s, 3 H), 2.40 (s, 3 H), 1.67 (m, 1 H), 1.57 (m, 1 H), 1.05 (m, 1 H), 0.92 (m, 1 H); MS (APCI+) m/z 587.1 (M+H)+.

Aufarbeitung

  1. extractionThe product was extracted with ethyl acetate (2 mL)
  2. customdried in vaccuo
  3. custompurified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-0160176a53eb4974abc93d73f80a24c4
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06583180B2

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