2-Trifluoromethylbenzenesulphonyl chloride → HCID 66891176, compound

HRID 1162028Notes

Reaction equation

HRID 1162028 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.[F:26][C:27]([F:39])([F:38])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[S:34]([Cl:37])(=[O:36])=[O:35]>>[ClH:37].[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:34]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=3[C:27]([F:26])([F:38])[F:39])(=[O:36])=[O:35])[CH:3]=2)[CH2:17][CH2:16][NH:15][CH2:14]1

Participants

3

Reactant 2

HCID 1366162-Trifluoromethylbenzenesulphonyl chlorideHCID 66893726HCID 66893726, compound2×

Product 1

HCID 66891176HCID 66891176, 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 2-(trifluoromethyl)benzenesulfonyl chloride. Yield: 49 mg (25%), HPLC purity=100%, m/z=459 (M+H)+, 1H NMR (270 MHz, methanol-d4) δ ppm 2.13-2.31 (m, 2H) 3.15-3.56 (m, 3H) 3.64-3.79 (m, 1H) 4.77-4.97 (m, 1H) 5.00-5.24 (m, 1H) 6.75 (d, J=1.98 Hz, 1H) 6.81-6.84 (m, 1H) 6.99 (d, J=1.73 Hz, 1H) 7.60-7.77 (m, 3H) 7.87-7.95 (m, 1H) 7.98-8.05 (m, 1H).

Sources & evidence

ORD record
ord-df754876f4bc4ff58706581c401c9b12
Source dataset
uspto-grants-2010_10
Patent number
US07820675B2

Reaction notes

Loading…