4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride) → HCID 53756881, compound

HRID 1378355Notes

Reaction equation

HRID 1378355 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([O:26][CH3:27])[C:5]([N:8]([C:19]([O:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[O:20])[S:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2I)(=[O:11])=[O:10])=[N:6][CH:7]=1.[O:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH:29]1[O:34][C:35]1[CH:40]=[CH:39][C:38](B(O)O)=[CH:37][CH:36]=1>>[Cl:1][C:2]1[N:3]=[C:4]([O:26][CH3:27])[C:5]([N:8]([C:19]([O:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[O:20])[S:9]([C:12]2[C:13]([C:38]3[CH:39]=[CH:40][C:35]([O:34][CH:29]4[CH2:30][CH2:31][CH2:32][CH2:33][O:28]4)=[CH:36][CH:37]=3)=[CH:14][CH:15]=[CH:16][CH:17]=2)(=[O:11])=[O:10])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 50176524-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 22911297HCID 22911297, compound

Product 1

HCID 53756881HCID 53756881, compoundYield 57%

Procedure

Using an analogous procedure to that described in Example 1 part (v), but starting from N-(5-chloro-3-methoxypyrazin-2-yl)- N-(isobutoxycarbonyl)-2-iodobenzenesulphonamide and 4-(2-(2H)-tetrahydropyranyloxy)phenylboronic acid, there was obtained in 57% yield N-(5-chloro-3-methoxypyrazin-2-yl)- N-(isobutoxycarbonyl)-4'-[2-(2 H)-tetrahydropyranyloxy]-2-biphenylsulphonamide, m.p. 142°-143° C.; microanalysis found: C, 56.3; H, 5.5; N, 7.1%; C27H30C1N3O7 requires: C, 56.3; H, 5.25; N, 7.3%.

Sources & evidence

ORD record
ord-12df1dda961f4a41bfe2dbc2aa0e62fc
Source dataset
uspto-grants-1997_09
Patent number
US05668137

Reaction notes

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