(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → HCID 69415833, compound

HRID 1293286Notes

Reaction equation

HRID 1293286 reaction equation
Cl.[NH2:2][C@H:3]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1)[CH3:4].[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([O:25][C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][C:27]=2[F:33])=[C:20]([CH:24]=1)[C:21](O)=[O:22]>>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([O:25][C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][C:27]=2[F:33])=[C:20]([CH:24]=1)[C:21]([NH:2][C@H:3]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1)[CH3:4])=[O:22]

Participants

3

Reactant 2

HCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 61609990HCID 61609990, compound

Product 1

HCID 69415833HCID 69415833, compound

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 1 from methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 5) and 5-chloro-2-(2,4-difluorophenoxy)benzoic acid (step 2): 1H-NMR (CDCl3) δ 8.16 (1H, d, J=2.6 Hz), 7.98 (2H, d, J=8.1 Hz), 7.80–7.70 (1H, m), 7.39 (2H, d, J=8.1 Hz), 7.34 (1H, dd, J=8.9, 2.6 Hz), 7.14–6.87 (3H, m), 6.73 (1H, d, J=8.9 Hz), 5.45–5.27 (1H, m), 3.90 (3H, s), 1.55 (3H, d, J=6.9 Hz); MS (ESI) m/z 446 (M+H)+, 444 (M−H)−.

Sources & evidence

ORD record
ord-905f159b1da743c2ae9c4aaad78732f7
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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