(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → HCID 57572329, compound

HRID 1293208Notes

Reaction equation

HRID 1293208 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F: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:10]=[C:6]([C:7]([NH:20][C@H:21]([C:23]2[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=2)[CH3:22])=[O:9])[C:5]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 57572257HCID 57572257, compound

Product 1

HCID 57572329HCID 57572329, compound

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-chloro-2-(3-fluorobenzyl)nicotinic acid (step 2) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 5): 1H-NMR (CDCl3) δ 9.18 (1H, d, J=7.7 Hz), 8.65 (1H, d, J=2.6 Hz), 7.96 (1H, d, J=2.6 Hz), 7.93 (2H, d, J=8.3 Hz), 7.50 (2H, d, J=8.4 Hz), 7.27–7.20 (1H, m), 7.02–6.89 (3H, m), 5.20–5.10 (1H, m), 4.20 (1H, d, J=14.1 Hz), 4.13 (1H, d, J=14.1 Hz), 3.85 (3H, s), 1.42 (3H, d, J=7.2 Hz); MS (ESI) m/z 427 (M+H)+, 425 (M−H)−.

Sources & evidence

ORD record
ord-b0e025c496b748ab88a62aa30777aa16
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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