2-Chloro-5-fluorobenzene-1-sulfonyl chloride → HCID 66893544, compound

HRID 1162032Notes

Reaction equation

HRID 1162032 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[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=1[S:34](Cl)(=[O:36])=[O:35]>>[ClH:26].[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=1[S:34]([NH:1][C:2]1[CH:3]=[C:4]([O:11][C@@H:12]2[CH2:17][CH2:16][NH:15][CH2:14][C@H:13]2[F:25])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1)(=[O:36])=[O:35]

Participants

3

Reactant 2

HCID 129434502-Chloro-5-fluorobenzene-1-sulfonyl chlorideHCID 66893726HCID 66893726, compound2×

Product 1

HCID 66893544HCID 66893544, 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-chloro-5-fluorobenzenesulfonyl chloride. Yield: 34 mg (18%), HPLC purity=100%, m/z=443 (M+H)+, 1H NMR (270 MHz, methanol-d4) δ ppm 2.11-2.36 (m, 2H) 3.15-3.58 (m, 3H) 3.63-3.81 (m, 1H) 4.77-4.98 (m, 1H) 5.00-5.24 (m, 1H) 6.75 (d, J=2.23 Hz, 1H) 6.85 (d, J=1.98 Hz, 1H) 7.05 (d, J=1.98 Hz, 1H) 7.09-7.20 (m, 1H) 7.42 (dd, J=8.66, 2.47 Hz, 1H) 7.72 (d, J=2.23 Hz, 1H) 7.97-8.06 (m, 1H).

Sources & evidence

ORD record
ord-8cf6750cfe28488abcfde2501c32c887
Source dataset
uspto-grants-2010_10
Patent number
US07820675B2

Reaction notes

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