3-Methylbenzenesulphonyl chloride → HCID 66892952, compound

HRID 1162030Notes

Reaction equation

HRID 1162030 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.[CH3:26][C:27]1[CH:28]=[C:29]([S:33]([Cl:36])(=[O:35])=[O:34])[CH:30]=[CH:31][CH:32]=1>>[ClH:36].[F:25][C@H:13]1[C@H:12]([O:11][C:4]2[C:5]3[O:9][CH:8]=[CH:7][C:6]=3[CH:10]=[C:2]([NH:1][S:33]([C:29]3[CH:30]=[CH:31][CH:32]=[C:27]([CH3:26])[CH:28]=3)(=[O:35])=[O:34])[CH:3]=2)[CH2:17][CH2:16][NH:15][CH2:14]1

Participants

3

Reactant 2

HCID 27345953-Methylbenzenesulphonyl chlorideHCID 66893726HCID 66893726, compound2×

Product 1

HCID 66892952HCID 66892952, 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-methylbenzenesulfonyl chloride. Yield: 47 mg (27%), HPLC purity=100%, m/z=405 (M+H)+, 1H NMR (270 MHz, methanol-d4) δ ppm 2.12-2.34 (m, 2H) 2.28-2.34 (m, 3H) 3.15-3.57 (m, 3H) 3.64-3.78 (m, 1H) 4.73-4.97 (m, 1H) 4.98-5.21 (m, 1H) 6.71-6.79 (m, 2H) 7.25-7.57 (m, 4H) 7.70-7.74 (m, 1H).

Sources & evidence

ORD record
ord-4a8f826b03eb48519f15e9e89b20ff7c
Source dataset
uspto-grants-2010_10
Patent number
US07820675B2

Reaction notes

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