Tetrahydrofuran → [4-(8-Cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethvnyl)-2-fluorophenyl]acetic acid ethyl ester

HRID 2161309Notes

Reaction equation

HRID 2161309 reaction equation
[CH2:20]([CH3:21])[O:22][C:23]([CH2:24][c:25]1[c:26]([F:32])[cH:27][c:28]([I:31])[cH:29][cH:30]1)=[O:33].[CH2:34]([N:35]([CH2:36][CH3:37])[CH2:38][CH3:39])[CH3:40].[CH:1]1([c:4]2[cH:5][c:6]([C:18]#[CH:19])[cH:7][c:8]3[c:13]2[O:12][C:11]([CH3:14])([CH3:15])[CH2:10][C:9]3([CH3:16])[CH3:17])[CH2:2][CH2:3]1.[Cu:41][I:42].[O:84]1[CH2:85][CH2:86][CH2:87][CH2:88]1.[Pd:43]([Cl:44])[Cl:45].[c:46]1([P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[cH:60][cH:61][cH:62][cH:63][cH:64]1.[c:65]1([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[cH:79][cH:80][cH:81][cH:82][cH:83]1>>[CH:1]1([c:4]2[cH:5][c:6]([C:18]#[C:19][c:28]3[cH:27][c:26]([F:32])[c:25]([CH2:24][C:23]([O:22][CH2:20][CH3:21])=[O:33])[cH:30][cH:29]3)[cH:7][c:8]3[c:13]2[O:12][C:11]([CH3:14])([CH3:15])[CH2:10][C:9]3([CH3:16])[CH3:17])[CH2:2][CH2:3]1

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 18740710Ethyl 2-fluoro-4-iodophenylacetateHCID 225690068-Cyclopropyl-6-ethynyl-2,2,4,4-tetramethylchroman

Product 1

HCID 69548621[4-(8-Cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethvnyl)-2-fluorophenyl]acetic acid ethyl ester

Sources & evidence

ORD record
ord-3a4757f30c8b4524859b5e6ac6f1a494
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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