ethyl 6-chloro-8-iodo-2-(trifluoromethyl)-2H-chromene-3-carboxylate → ethyl 8-{[4-(aminosulfonyl)phenyl]ethynyl}-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate

HRID 854935Notes

Reaction equation

HRID 854935 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10](I)[CH:11]=1)[O:8][CH:7]([C:13]([F:16])([F:15])[F:14])[C:6]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:5]2.[C:22]([C:24]1[CH:29]=[CH:28][C:27]([S:30]([NH2:33])(=[O:32])=[O:31])=[CH:26][CH:25]=1)#[CH:23]>>[NH2:33][S:30]([C:27]1[CH:28]=[CH:29][C:24]([C:22]#[C:23][C:10]2[CH:11]=[C:2]([Cl:1])[CH:3]=[C:4]3[C:9]=2[O:8][CH:7]([C:13]([F:16])([F:15])[F:14])[C:6]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:5]3)=[CH:25][CH:26]=1)(=[O:31])=[O:32]

Participants

3

Reactant 2

HCID 21883552ethyl 6-chloro-8-iodo-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 444572214-Ethynylbenzenesulfonamide

Product 1

HCID 69516710ethyl 8-{[4-(aminosulfonyl)phenyl]ethynyl}-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Procedure

Ethyl 6-chloro-8-iodo-2-(trifluoromethyl)-2H-chromene-3-carboxylate prepared as in U.S. Pat. No. 6,271,253 B1 Example 73, Step 2 was reacted with 4-ethynylbenzene sulfonamide prepared as in Step 2 via a method similar to that described in Example 21f, Step 1 to give the product: ESHRMS m/z 503.0686 (M+NH4, C21H15ClF3O5SNH4, Calc'd 503.0655).

Workup

  1. customto give the product

Sources & evidence

ORD record
ord-bd33477bd92943ad98b00dc2e1d2d4ee
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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