Hydrochloric Acid → HCID 74986594, compound

HRID 1416754Notes

Reaction equation

HRID 1416754 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([CH2:33]O)[CH2:32][CH2:31]1.Cl.[K+].[Br-]>C(Cl)(Cl)Cl>[CH:30]1([CH2:33][O:24][C:23]([C:18]2([C:20]([O:22][CH2:33][CH:30]3[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])[CH2:32][CH2:31]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 75644CyclopropanemethanolHCID 253877Potassium BromideHCID 42813555-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid

Product 1

HCID 74986594HCID 74986594, 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 cyclopropylmethanol according to the procedure of Example 30 as a white solid (HCl salt); 1H NMR (CDCl3) δ 0.33 (m, 4H), 0.61 (m, 4H), 1.21, (m, 2H), 1.32 (bs, 3H), 2.80 (m, 1H), 3.19 (m, 2H), 3.48 (m, 2H), 4.15 (d, J=7.3 Hz, 4H), 5.50 (bd, 1H), 5.70 (bs, 1H), 6.80 (m, 3H), 7.25 (m, 2H), 7.45 (s, 1H), 8.70 (bs, 1H), 10.10 (bs, 1 H); IR (KBr): 1757, 1778 cm-1 (C=O); MS (ES) m/z 530 (MH+); [α]D25 -26° (c, 1.0, CHCl3). Anal. Calcd. for C28H32ClNO7 ·HCl: C, 59.37; H, 5.69; N, 2.47; Cl, 12.53. Found: C, 59.19; H, 5.88; N, 2.29; Cl, 12.87.

Sources & evidence

ORD record
ord-cb6513efada74761a9b96d655d9a30ac
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

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