HCID 66893726, compound → HCID 66893956, compound

HRID 1162031Notes

Reaction equation

HRID 1162031 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([O:11][C@@H:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][C@H:13]2[F:25])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1.[Cl:26][C:27]1[C:28]([CH3:38])=[C:29]([S:34](Cl)(=[O:36])=[O:35])[C:30]([Cl:33])=[CH:31][CH:32]=1>>[ClH:26].[Cl:26][C:27]1[C:28]([CH3:38])=[C:29]([S:34]([NH:1][C:2]2[CH:3]=[C:4]([O:11][C@@H:12]3[CH2:17][CH2:16][NH:15][CH2:14][C@H:13]3[F:25])[C:5]3[O:9][CH:8]=[CH:7][C:6]=3[CH:10]=2)(=[O:35])=[O:36])[C:30]([Cl:33])=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 66893726HCID 66893726, compound2×HCID 86058044HCID 86058044, compound

Product 1

HCID 66893956HCID 66893956, compound

Procedure

The title compound was prepared according to the procedure described for Example 84 starting from tert-butyl trans-4-[(5-amino-1-benzofuran-7-yl)oxy]-3-fluoropiperidine-1-carboxylate (Intermediate 53) and 3,6-dichloro-2-methylbenzenesulfonyl chloride. Yield: 39 mg (19%), HPLC purity=98%, m/z=473 (M+H)+, 1H NMR (270 MHz, methanol-d4) δ ppm 2.11-2.34 (m, 2H) 2.47-2.54 (m, 3H) 3.14-3.56 (m, 3H) 3.63-3.79 (m, 1H) 4.76-4.97 (m, 1H) 4.97-5.22 (m, 1H) 6.77 (d, J=1.98 Hz, 1H) 6.83 (d, J=1.73 Hz, 1H) 7.06 (d, J=1.98 Hz, 1H) 7.26 (d, J=1.98 Hz, 1H) 7.50 (d, J=1.98 Hz, 1H) 7.74 (d, J=2.23 Hz, 1H).

Sources & evidence

ORD record
ord-3fe87548f4044e9baf5fabb356d72d9c
Source dataset
uspto-grants-2010_10
Patent number
US07820675B2

Reaction notes

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