HCID 55138670, compound → HCID 69415910, compound

HRID 1293288Notes

Reaction equation

HRID 1293288 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])=[C:28]([F:33])[CH:27]=2)=[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])=[C:28]([F:33])[CH:27]=2)=[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 55138670HCID 55138670, compoundHCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride

Product 1

HCID 69415910HCID 69415910, 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-(3,4-difluorophenoxy)benzoic acid (step 2): 1H-NMR (CDCl3) δ 8.16 (1H, d, J=2.8 Hz), 7.98–7.93 (2H, m), 7.60 (1H, d, J=7.4 Hz), 7.49 (1H, dd, J=8.7, 2.8 Hz), 7.35–7.29 (2H, m), 7.14 (1H, q, J=8.9 Hz), 6.88–6.78 (2H, m), 6.73–6.66 (1H, m), 5.31 (1H, dq, J=7.4, 6.9 Hz), 3.91 (3H, s), 1.51 (3H, d, J=6.9 Hz); MS (ESI) m/z 446 (M+H)+, 444 (M−H)−.

Sources & evidence

ORD record
ord-d2213192bd6f4e4ea56e88c793078854
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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