3-(3-Bromophenyl)propanal → 5-(3-{[3-(3-Bromo-phenyl)-propyl]-amino}-propyl)-thiophene-2-carboxylic Acid Tert-butyl Ester

HRID 2298185Notes

Reaction equation

HRID 2298185 reaction equation
Cl.[C:2]([O:6][C:7]([C:9]1[S:10][C:11]([CH2:14][CH2:15][CH2:16][NH2:17])=[CH:12][CH:13]=1)=[O:8])([CH3:5])([CH3:4])[CH3:3].[Br:18][C:19]1[CH:20]=[C:21]([CH2:25][CH2:26][CH:27]=O)[CH:22]=[CH:23][CH:24]=1>>[C:2]([O:6][C:7]([C:9]1[S:10][C:11]([CH2:14][CH2:15][CH2:16][NH:17][CH2:27][CH2:26][CH2:25][C:21]2[CH:22]=[CH:23][CH:24]=[C:19]([Br:18])[CH:20]=2)=[CH:12][CH:13]=1)=[O:8])([CH3:5])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 216838063-(3-Bromophenyl)propanalHCID 695442585-(3-Amino-propyl)-thiophene-2-carboxylic acid tert-butyl ester hydrochloride

Product 1

HCID 538366795-(3-{[3-(3-Bromo-phenyl)-propyl]-amino}-propyl)-thiophene-2-carboxylic Acid Tert-butyl Ester

Procedure

The title compound was prepared from 5-(3-amino-propyl)-thiophene-2-carboxylic Acid tert-butyl ester hydrochloride and 3-(3-bromo-phenyl)-propionaldehyde following the method described in Step A of Example 141. 1H NMR (400 MHz, CDCl3) δ 7.50 (d, 1H), 7.28-7.30 (m, 2H), 7.06-7.14 (m, 2H), 6.75 (d, 1H), 2.85 (t, 2H), 2.65-2.78 (m, 4H), 2.60 (t, 2H), 1.92-2.04 (m, 4H), 1.52-1.54 (m, 9H); MS 438 (M+).

Sources & evidence

ORD record
ord-adbd72dcf32d4cd39c136fef4700481e
Source dataset
uspto-grants-2002_12
Patent number
US06492412B2

Reaction notes

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