(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → HCID 69417560, compound

HRID 1293316Notes

Reaction equation

HRID 1293316 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][C:12]2[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=2[F:19])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.Cl.[NH2:21][C@H:22]([C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=1)[CH3:23]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][C:12]2[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=2[F:19])=[C:6]([CH:10]=1)[C:7]([NH:21][C@H:22]([C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=1)[CH3:23])=[O:9]

Participants

3

Reactant 2

HCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 63268746HCID 63268746, compound

Product 1

HCID 69417560HCID 69417560, compound

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-chloro-2-(2,5-difluorophenoxy)benzoic acid (step 2) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 5): 1H-NMR (CDCl3) δ 8.16 (1H, d, J=2.6 Hz), 7.95 (2H, d, J=8.2 Hz), 7.60 (1H, d, J=7.4 Hz), 7.45–7.32 (3H, m), 7.25–7.13 (1H, m), 6.97–6.82 (2H, m), 6.80–6.67 (1H, m), 5.33 (1H, dq, J=7.4, 6.9 Hz), 3.90 (3H, s), 1.53 (3H, d, J=6.9 Hz); MS (ESI) m/z 446 (M+H)+, 444 (M−H)−.

Sources & evidence

ORD record
ord-f216852d40c44c93b20e50167e39b4e3
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

Loading…