Pyridine → HCID 54253430, compound

HRID 1954307Notes

Reaction equation

HRID 1954307 reaction equation
[C:1]([O:5][C:6](=[O:41])[C:7]1[CH:12]=[CH:11][C:10]([S:13]([O:16][C:17]2[C:22]([CH3:23])=[CH:21][C:20]([C:24]3[C:36]4[C:35]([CH3:37])=[C:34]([CH3:38])[S:33][C:32]=4[CH:31]=[C:30]4[C:25]=3[CH:26]=[CH:27][CH:28]=[CH:29]4)=[CH:19][C:18]=2[CH3:39])(=[O:15])=[O:14])=[CH:9][C:8]=1[OH:40])([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.[Cl:48][C:49]1[CH:57]=[CH:56][C:52]([C:53](Cl)=[O:54])=[CH:51][CH:50]=1>>[C:1]([O:5][C:6](=[O:41])[C:7]1[CH:12]=[CH:11][C:10]([S:13]([O:16][C:17]2[C:22]([CH3:23])=[CH:21][C:20]([C:24]3[C:36]4[C:35]([CH3:37])=[C:34]([CH3:38])[S:33][C:32]=4[CH:31]=[C:30]4[C:25]=3[CH:26]=[CH:27][CH:28]=[CH:29]4)=[CH:19][C:18]=2[CH3:39])(=[O:14])=[O:15])=[CH:9][C:8]=1[O:40][C:53](=[O:54])[C:52]1[CH:56]=[CH:57][C:49]([Cl:48])=[CH:50][CH:51]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 1049PyridineHCID 85014-Chlorobenzoyl chlorideHCID 54320327HCID 54320327, compound

Product 1

HCID 54253430HCID 54253430, compound

Procedure

The title compound was prepared according to the procedure in Example 17, step 1, using 4-[4-(2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2,6-dimethyl-phenoxysulfonyl]-2-hydroxy-benzoic acid tert-butyl ester (0.362 g, 0.615 mmol), pyridine (0.298 mL, 3.69 mmol) and 4-chlorobenzoyl chloride (0.156 mL, 1.23 mmol) to give the title compound. 1H NMR (DMSO-d6) δ 1.35 (s, 9 H), 1.57 (s, 3 H), 2.17 (s, 6 H), 2.33 (s, 3 H), 7.17 (s, 2 H), 7.35-7.40 (m, 2 H), 7.43 -7.48 (m, 1 H), 7.72 (d, 2 H), 7.98 (d, 1 H), 8.13-8.24 (m, 5 H), 8.50 (s, 1 H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-eeac680e0ab447848e25d961390551c5
Source dataset
uspto-grants-2000_09
Patent number
US06121271

Reaction notes

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