(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → HCID 69417004, compound

HRID 1293332Notes

Reaction equation

HRID 1293332 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.Cl.[NH2:20][C@H:21]([C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=1)[CH3:22]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)=[C:6]([CH:10]=1)[C:7]([NH:20][C@H:21]([C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=1)[CH3:22])=[O:9]

Participants

3

Reactant 2

HCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 69418657HCID 69418657, compound

Product 1

HCID 69417004HCID 69417004, compound

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-chloro-2-(3-chlorobenzyl)benzoic acid (step 2) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 8): 1H-NMR (CDCl3) δ 7.98 (2H, dd, J=6.5, 1.7 Hz), 7.36–7.26 (4H, m), 7.19–7.13 (3H, m), 7.05 (1H, br.s), 6.97–6.94 (1H, m), 5.93 (1H, d, J=7.2 Hz), 5.19 (1H, dq, J=7.2, 7.0 Hz), 4.11 (2H, s), 3.92 (3H, s), 1.44 (3H, d, J=7.0 Hz); MS (ESI) m/z 442 (M+H)+, 440 (M−H)−.

Sources & evidence

ORD record
ord-66018ddcf385441f9666f0d3dd4f1834
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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