Hydrochloric Acid → HCID 10053575, compound

HRID 1416765Notes

Reaction equation

HRID 1416765 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:29])[CH2:9][NH:10][CH:11]([CH3:28])[CH2:12][C:13]2[CH:27]=[CH:26][C:16]3[O:17][C:18]([C:23]([OH:25])=[O:24])([C:20]([OH:22])=[O:21])[O:19][C:15]=3[CH:14]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:30][CH:31]([CH3:35])[CH2:32][CH2:33]O.Cl.[K+].[Br-]>C(Cl)(Cl)Cl>[CH3:30][CH:31]([CH3:35])[CH2:32][CH2:33][O:24][C:23]([C:18]1([C:20]([O:22][CH2:2][CH2:3][CH:4]([CH3:8])[CH3:5])=[O:21])[O:17][C:16]2[CH:26]=[CH:27][C:13]([CH2:12][C@H:11]([NH:10][CH2:9][C@@H:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=3)[OH:29])[CH3:28])=[CH:14][C:15]=2[O:19]1)=[O:25]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 31260Isoamyl AlcoholHCID 253877Potassium BromideHCID 42813555-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid

Product 1

HCID 10053575HCID 10053575, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from 5-{2-[2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid and 3-methylbutanol accord-ing to the procedure of Example 1 as an off-white foam (HCl salt); 1H NMR (CDCl3) δ 0.90 (d, 12H), 1.35 (d, 2H), 1.55-1.80 (m, 6H), 2.70-2.85 (m, 1H), 3.45-3.55 (m, 3H), 4.30 (t, 4H), 5.45 (bd, 1H), 5.65 (bs, 1H), 6.70-6.80 (m, 1 H), 6.80-6.90 (m, 3H), 7.25-7.35 (m, 3H), 7.43 (s, 1H), 8.74 (bs, 1H), 10.08 (bs, 1H); IR (KBr): 3303 cm-1 (--OH), 1765 cm-1 (C=O); MS (ES) m/z 562.4 (MH+); [α]D25 -24° (c, 1.0, CHCl3). Anal. Calcd. for C30H40ClNO7 ·HCl: C, 60.20; H, 6.74; N, 2.34; Cl, 11.85. Found: C, 59.98; H, 7.04; N, 2.24; Cl, 12.09.

Sources & evidence

ORD record
ord-fb14672ed5474d47b1ba6155db3dd203
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

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