Dimethylformamide → 5-[3,3-Dimethyl-4-(tetrahydro-furan-3-yloxy)-but-1-ynyl]-3-[(4-hydroxy-cyclohexyl)-(4-methyl-cyclohexanecarbonyl)-amino]-thiophene-2-carboxylic acid methyl ester

HRID 290837Notes

Reaction equation

HRID 290837 reaction equation
[CH3:13][O:14][C:15](=[O:16])[c:17]1[s:18][c:19]([I:39])[cH:20][c:21]1[N:22]([C:23](=[O:24])[CH:25]1[CH2:26][CH2:27][CH:28]([CH3:31])[CH2:29][CH2:30]1)[CH:32]1[CH2:33][CH2:34][CH:35]([OH:38])[CH2:36][CH2:37]1.[CH3:1][C:2]([CH2:3][O:4][CH:5]1[CH2:6][O:7][CH2:8][CH2:9]1)([C:10]#[CH:11])[CH3:12].[CH3:40][CH2:41][N:42]([CH2:43][CH3:44])[CH2:45][CH3:46].[Cu:93][I:94].[O:47]=[CH:48][N:49]([CH3:50])[CH3:51].[Pd:52]([Cl:53])[Cl:54].[c:55]1([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70][cH:71][cH:72][cH:73]1.[c:74]1([P:75]([c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[c:82]2[cH:83][cH:84][cH:85][cH:86][cH:87]2)[cH:88][cH:89][cH:90][cH:91][cH:92]1>>[CH3:1][C:2]([CH2:3][O:4][CH:5]1[CH2:6][O:7][CH2:8][CH2:9]1)([C:10]#[C:11][c:19]1[s:18][c:17]([C:15]([O:14][CH3:13])=[O:16])[c:21]([N:22]([C:23](=[O:24])[CH:25]2[CH2:26][CH2:27][CH:28]([CH3:31])[CH2:29][CH2:30]2)[CH:32]2[CH2:33][CH2:34][CH:35]([OH:38])[CH2:36][CH2:37]2)[cH:20]1)[CH3:12]

Participants

8

Reactant 7

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 249893473-[(4-Hydroxycyclohexyl)-(4-methylcyclohexanecarbonyl)-amino]-5-iodo-thiophene-2-carboxHCID 581138943-(2,2-Dimethyl-but-3-ynyloxy)-tetrahydro-furan

Product 1

HCID 581141645-[3,3-Dimethyl-4-(tetrahydro-furan-3-yloxy)-but-1-ynyl]-3-[(4-hydroxy-cyclohexyl)-(4-methyl-cyclohexanecarbonyl)-amino]-thiophene-2-carboxylic acid methyl ester

Sources & evidence

ORD record
ord-b512560c4a044b2b9adeb8b402812380
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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