Hydrochloric Acid → HCID 44300518, compound

HRID 1416782Notes

Reaction equation

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

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 253877Potassium Bromide

HCID 131721289HCID 131721289, compound

Product 1

HCID 44300518HCID 44300518, compound

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 3-hydroxy-2,2-dimethyl-propanol according to the procedure of Example 1 as an off-white solid; 1H NMR (DMSO-d6,400 MHz) δ0.78 (s, 12H, 4×CH3), 1.09 (d, J=6.4 Hz, 3H, CH3), 2.6 (m, 1H, CH), 3-3.3 (m, 7H, CH, CH2), 3.4 (brs, 1H, CH), 4.04 (s, 4H, OCH2, OCH2),4.65 (m, 2H, OH), 5.05 (m, 1H, CH), 6.34 (d, J=4.17 Hz, 1H, OH), 6.85 (dd, J=7.9, 1.53 Hz, 1H, Ar--H), 7.07 (m, 2H, Ar--H), 7.37-7.42 (m, 3H, Ar--H), 7.48 (s, 1H, Ar--H), 8.78 (brs, 1H, NH), 9.2 (brs, 1H, NH); IR (KBr, cm-1) 3400 (OH), 2900 (NH), 1760 (CO); MS m/e 594 (M+H)+ ; Analysis for: C30H40ClNO9 ×HCl: Calc'd: C, 57.14; H, 6.55; N, 2.22; Found: C, 56.44; H, 6.62; N, 2.38.

Sources & evidence

ORD record: ord-1dea6579a57d496095a8f926e401a365
Source dataset: uspto-grants-1999_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05914339

Reaction notes

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