(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → HCID 69418253, compound

HRID 1293269Notes

Reaction equation

HRID 1293269 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][N: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]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][N: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 61395757HCID 61395757, compound

Product 1

HCID 69418253HCID 69418253, compound

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-chloro-2-[(5-chloropyridin-2-yl)oxy]benzoic acid (step 2) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 5): 1H-NMR (CDCl3) δ 8.04 (1H, d, J=2.6 Hz), 7.94 (1H, d, J=2.6 Hz), 7.91 (2H, d, J=8.3 Hz), 7.63 (1H, dd, J=8.8, 2.6 Hz), 7.43 (1H, dd, J=8.8, 2.6 Hz), 7.22 (2H, d, J=8.3 Hz), 7.18 (1H, d, J=8.0 Hz), 7.00 (1H, d, J=8.8 Hz), 6.80 (1H, d, J=8.8 Hz), 5.28–5.16 (1H, m), 3.91 (3H, s), 1.42 (3H, d, J=7.0 Hz).

Sources & evidence

ORD record
ord-f0dba03d83f543a08cc259f362c1e33a
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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