Hydrochloric Acid → HCID 86754132, compound

HRID 1416767Notes

Reaction equation

HRID 1416767 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.[C:30]12([CH2:40]O)[CH2:39][CH:34]3[CH2:35][CH:36]([CH2:38][CH:32]([CH2:33]3)[CH2:31]1)[CH2:37]2.Cl.[K+].[Br-]>C(Cl)(Cl)Cl>[C:30]12([CH2:40][O:24][C:23]([C:18]3([C:20]([O:22][CH2:40][C:30]45[CH2:39][CH:34]6[CH2:33][CH:32]([CH2:38][CH:36]([CH2:35]6)[CH2:37]4)[CH2:31]5)=[O:21])[O:17][C:16]4[CH:26]=[CH:27][C:13]([CH2:12][C@H:11]([NH:10][CH2:9][C@@H:8]([C:4]5[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=5)[OH:29])[CH3:28])=[CH:14][C:15]=4[O:19]3)=[O:25])[CH2:39][CH:34]3[CH2:35][CH:36]([CH2:38][CH:32]([CH2:33]3)[CH2:31]1)[CH2:37]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 64556Tricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 253877Potassium BromideHCID 42813555-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid

Product 1

HCID 86754132HCID 86754132, 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 adamantan-1-ylmethanol according to the procedure of Example 1 as a white solid (HCl salt); 1H NMR (CDCl3) δ 1.25 (m, 2H), 1.35 (d, 3H), 1.51 (s, 12H), 1.55-1.61 (m, 2H), 1.61-1.67 (m, 4H), 1.67-1.75 (m, 6H), 1.97 (s, 4H), 3.20 (s, 2H), 3.42-3.49 (m, 2H), 3.88 (s, 4H), 4-11-4.16 (q, 1H), 5.45 (bd, 1H), 5.65 (bd, 1H), 6.75 (m, 1H), 6.78-6.89 (m, 2H), 7.23-7.30 (m, 3H), 7.44 (s, 1H), 8.74 (bs, 1H), 10.115 (bs, 1H); IR (KBr) 3418 cm-1 (--OH), 1767 cm-1 (C=O); MS (ES) m/z 718.4 (MH+); [α]D25 -15° (c, 1.0, CHCl3). Anal. Calcd. for C42H52ClNO7 : C, 68.94; H, 9.22; N, 1.90; Cl, 9.40. Found: C, 67.48; H, 7.49; N, 1.48; Cl, 8.10.

Sources & evidence

ORD record
ord-697aba18f3b7431180b5bbe554377014
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

Loading…