(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → HCID 57572318, compound

HRID 1293214Notes

Reaction equation

HRID 1293214 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]([C:18]#[N:19])[CH:13]=2)=[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:10]=[C:6]([C:7]([NH:21][C@H:22]([C:24]2[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=2)[CH3:23])=[O:9])[C:5]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]#[N:19])[CH:13]=2)=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 57572290HCID 57572290, compound

Product 1

HCID 57572318HCID 57572318, compound

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-chloro-2-(3-cyanobenzyl)nicotinic acid (step 2) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 5): 1H-NMR (CDCl3) δ 8.58 (1H, d, J=2.4 Hz), 8.05–8.02 (2H, m), 7.66 (1H, d, J=2.4 Hz), 7.50–7.27 (6H, m), 6.01 (1H, d, J=8.1 Hz), 5.32–5.23 (1H, m), 4.30 (2H, s), 3.93 (3H, s), 1.54 (3H, d, J=7.0 Hz); MS (ESI) m/z 432 (M−H)−.

Sources & evidence

ORD record
ord-9b438442e85144fd84838c8e702f9133
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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