Tetrahydrofuran → {2-[(2-Tert-butyl-1,1-dioxido-3-oxo-2,3-dihydro-1,2-benzisothiazol-6-yl)ethynyl]-4-chlorophenoxy}acetic acid

HRID 1117370Notes

Reaction equation

HRID 1117370 reaction equation
[Br:15][c:16]1[cH:17][c:18]2[c:19]([cH:30][cH:31]1)[C:20](=[O:29])[N:21]([C:25]([CH3:26])([CH3:27])[CH3:28])[S:22]2(=[O:23])=[O:24].[CH2:40]1[O:41][CH2:42][CH2:43][CH2:44]1.[CH3:33][CH2:34][N:35]([CH2:36][CH3:37])[CH2:38][CH3:39].[CH3:86][CH2:87][O:88][C:89]([CH3:90])=[O:91].[Cl:1][c:2]1[cH:3][c:4]([C:13]#[CH:14])[c:5]([O:6][CH2:7][C:8](=[O:9])[OH:10])[cH:11][cH:12]1.[I-:32].[Pd:45]([Cl:46])[Cl:47].[c:48]1([P:49]([c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[cH:62][cH:63][cH:64][cH:65][cH:66]1.[c:67]1([P:68]([c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)[cH:81][cH:82][cH:83][cH:84][cH:85]1>>[Cl:1][c:2]1[cH:3][c:4]([C:13]#[C:14][c:16]2[cH:17][c:18]3[c:19]([cH:30][cH:31]2)[C:20](=[O:29])[N:21]([C:25]([CH3:26])([CH3:27])[CH3:28])[S:22]3(=[O:23])=[O:24])[c:5]([O:6][CH2:7][C:8](=[O:9])[OH:10])[cH:11][cH:12]1

Participants

9

Reactant 8

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 30165Iodide IonHCID 58522016(4-Chloro-2-ethynylphenoxy)acetic acidHCID 670084406-bromo-2-tert-butyl-1,2-benzisothiazol-3(2H)-one-1,1-dioxide

Product 1

HCID 46865414{2-[(2-Tert-butyl-1,1-dioxido-3-oxo-2,3-dihydro-1,2-benzisothiazol-6-yl)ethynyl]-4-chlorophenoxy}acetic acid

Sources & evidence

ORD record
ord-3f9d70a8448849c18f1072febb3bb82c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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