Hydrochloric Acid → HCID 54549345, compound

HRID 1416753Notes

Reaction equation

HRID 1416753 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.[CH:30]1([CH2:35][CH2:36][CH2:37]O)[CH2:34][CH2:33][CH2:32][CH2:31]1.Cl.[K+].[Br-]>C(Cl)(Cl)Cl>[CH:30]1([CH2:35][CH2:36][CH2:37][O:24][C:23]([C:18]2([C:20]([O:22][CH2:37][CH2:36][CH2:35][CH:30]3[CH2:34][CH2:33][CH2:32][CH2:31]3)=[O:21])[O:17][C:16]3[CH:26]=[CH:27][C:13]([CH2:12][CH:11]([NH:10][CH2:9][CH:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=4)[OH:29])[CH3:28])=[CH:14][C:15]=3[O:19]2)=[O:25])[CH2:34][CH2:33][CH2:32][CH2:31]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 69842CyclopentanepropanolHCID 253877Potassium BromideHCID 42813555-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid

Product 1

HCID 54549345HCID 54549345, 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-cyclopentylpropanol according to the procedure of Example 30 as a colorless gum (HCl salt); 1H NMR (CDCl3) δ 0.80-1.80 (m, 26H), 1.33 (d, J=6.3 Hz, 3H), 2.80 (m, 1H), 3.18 (m, 2H), 3.48 (m, 2H), 4.28 (t, J=6.8 Hz, 4H), 5.45 (bd, J=9.7 Hz, 1H), 6.80 (m, 3H), 7.25 (m, 2H), 7.45 (s, 1H), 8.70 (bs, 1H), 10.10 (bs, 1 H); IR (KBr): 1765 cm-1 (C=O); MS (CI) m/z 642 (MH+); [α]D25 -21° (c, 1.0, CHCl3). Anal. Calcd. for C36H48ClNO7 ·HCl: C, 63.71; H, 7.13; N, 2.06; Cl, 10.45. Found: C, 63.69; H, 7.64; N, 2.00; Cl, 10.13.

Sources & evidence

ORD record
ord-e474b7ff9d0244669de17942d8b73a7d
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

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