Hexane → 2-{4-[5-(Cyclopropyl-methyl-amino)-4-methoxy-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-propionic acid methyl ester

HRID 161618Notes

Reaction equation

HRID 161618 reaction equation
[CH2:53]([N:54]([CH2:55][CH3:56])[CH2:57][CH3:58])[CH3:59].[CH3:22][O:23][C:24]([CH:25]([CH3:26])[c:27]1[cH:28][cH:29][c:30]([C:33]#[C:34][c:35]2[cH:36][c:37]([CH:38]3[CH2:39][CH2:40]3)[c:41]3[c:50]([cH:51]2)[C:47]([CH3:48])([CH3:49])[CH2:46][C:43]2([O:42]3)[CH2:44][CH2:45]2)[cH:31][cH:32]1)=[O:52].[CH3:60][CH2:61][O:62][C:63](=[O:64])[CH3:65].[CH3:66][CH2:67][CH2:68][CH2:69][CH2:70][CH3:71].[CH:1]1([N:4]([CH:5]2[c:6]3[c:7]([O:19][CH3:20])[cH:8][c:9]([C:17]#[CH:18])[cH:10][c:11]3[C:12]([CH3:15])([CH3:16])[CH2:13][CH2:14]2)[CH3:21])[CH2:2][CH2:3]1.[Cu:72][I:73].[Pd:74]([Cl:75])[Cl:76].[c:77]1([P:78]([c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[c:85]2[cH:86][cH:87][cH:88][cH:89][cH:90]2)[cH:91][cH:92][cH:93][cH:94][cH:95]1.[c:96]1([P:97]([c:98]2[cH:99][cH:100][cH:101][cH:102][cH:103]2)[c:104]2[cH:105][cH:106][cH:107][cH:108][cH:109]2)[cH:110][cH:111][cH:112][cH:113][cH:114]1>>[CH:1]1([N:4]([CH:5]2[c:6]3[c:7]([O:19][CH3:20])[cH:8][c:9]([C:17]#[C:18][c:30]4[cH:29][cH:28][c:27]([CH:25]([C:24]([O:23][CH3:22])=[O:52])[CH3:26])[cH:32][cH:31]4)[cH:10][c:11]3[C:12]([CH3:15])([CH3:16])[CH2:13][CH2:14]2)[CH3:21])[CH2:2][CH2:3]1

Participants

9

Reactant 8

HCID 8058HexaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 211071945-(Cyclopropyl-methyl-amino)-2-ethynyl-8,8-dimethyl-4-methoxy-5,6,7,8-tetrahydro-naphthaleneHCID 690752312-{4-[(8-Cyclopropyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cyclopropane]-6-yl)ethynyl]-phenyl}-propionic acid methyl ester

Product 1

HCID 574242452-{4-[5-(Cyclopropyl-methyl-amino)-4-methoxy-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-propionic acid methyl ester

Sources & evidence

ORD record
ord-693252a9ed274d7cb55e28a5f61ca950
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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