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

HRID 1233666Notes

Reaction equation

HRID 1233666 reaction equation
[CH2:54]([N:55]([CH2:56][CH3:57])[CH2:58][CH3:59])[CH3:60].[CH3:22][O:23][C:24]([C:25]([CH3:26])([CH3:27])[c:28]1[cH:29][cH:30][c:31]([C:34]#[C:35][c:36]2[cH:37][c:38]([CH:39]3[CH2:40][CH2:41]3)[c:42]3[c:51]([cH:52]2)[C:48]([CH3:49])([CH3:50])[CH2:47][C:44]2([O:43]3)[CH2:45][CH2:46]2)[cH:32][cH:33]1)=[O:53].[CH3:61][CH2:62][O:63][C:64](=[O:65])[CH3:66].[CH3:67][CH2:68][CH2:69][CH2:70][CH2:71][CH3:72].[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:73][I:74].[Pd:75]([Cl:76])[Cl:77].[c:78]1([P:79]([c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)[cH:92][cH:93][cH:94][cH:95][cH:96]1.[c:97]1([P:98]([c:99]2[cH:100][cH:101][cH:102][cH:103][cH:104]2)[c:105]2[cH:106][cH:107][cH:108][cH:109][cH:110]2)[cH:111][cH:112][cH:113][cH:114][cH:115]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:31]4[cH:30][cH:29][c:28]([C:25]([C:24]([O:23][CH3:22])=[O:53])([CH3:26])[CH3:27])[cH:33][cH:32]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 690773412-{4-[(8-Cyclopropyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cyclopropane]-6-yl)ethynyl]-phenyl}-2-methyl-propionic acid methyl ester

Product 1

HCID 574242462-{4-[5-(Cyclopropyl-methyl-amino)-4-methoxy-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-2-methyl-propionic acid methyl ester

Sources & evidence

ORD record
ord-22675427b37544f097d8603c3c58238e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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