Benzoic Acid → HCID 22397441, compound

HRID 349747Notes

Reaction equation

HRID 349747 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([CH:12]2[CH2:17][CH2:16][N:15]([CH:18]3[CH2:23][CH2:22][N:21]([C:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:25])[CH2:20][CH2:19]3)[CH2:14][CH2:13]2)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8].ClC1C=[C:35]([S:40](C2CCN(C3CCNCC3)CC2)(=[O:42])=[O:41])C=CC=1Cl.C(O)(=O)C1C=CC=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([CH:12]2[CH2:17][CH2:16][N:15]([CH:18]3[CH2:19][CH2:20][N:21]([C:24]([C:26]4[CH:27]=[CH:28][C:29]([S:40]([CH3:35])(=[O:42])=[O:41])=[CH:30][CH:31]=4)=[O:25])[CH2:22][CH2:23]3)[CH2:14][CH2:13]2)(=[O:10])=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 3

HCID 243Benzoic AcidHCID 22397456HCID 22397456, compoundHCID 22397474HCID 22397474, compound2×

Product 1

HCID 22397441HCID 22397441, compound

Procedure

1H NMR (299.946 MHz, DMSO-D6) δ 1.34–1.62 (5H, m), 1.70–1.85 (4H, m), 2.13 (3H, t), 2.72–3.04 (4H, m), 3.27 (3H, s), 3.37–3.48 (1H, m), 4.44–4.52 (1H, m), 7.63 (2H, d), 7.81 (1H, dd), 7.95–8.00 (3H, m), 8.06 (1H, d). [4-(3,4-Dichloro-benzenesulfonyl)-[1,4′]bipiperidinyl-1′-yl]-phenyl-methanone (Compound 5 of Table V). The product of step 5 was coupled to benzoic acid following the procedure of Example 2 step c. 1H NMR (299.946 MHz, DMSO-D6) δ 1.31–1.69 (5H, m), 1.82 (3H, d), 2.15 (2H, d), 2.69–2.75 (1H, m), 2.90–2.97 (4H, m), 3.33–3.43 (1H, m), 3.48–3.63 (1H, m), 4.42–4.53 (1H, m), 7.39 (5H, dt), 7.81 (1H, dd), 7.96 (1H, d), 8.06 (1H, d).

Sources & evidence

ORD record
ord-f7bc888f9e884b9bbef114c926b3fc42
Source dataset
uspto-grants-2007_02
Patent number
US07179922B2

Reaction notes

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