Diethylamine → 2-(4-{8-[(Cyclopropyl-methyl-amino)-methyl]-2,2,4,4-tetramethyl-chroman-6-ylethynyl}-phenyl)-2-methyl-propionic acid methyl ester

HRID 1203259Notes

Reaction equation

HRID 1203259 reaction equation
[CH2:55]([NH:56][CH2:57][CH3:58])[CH3:59].[CH3:23][O:24][C:25]([C:26]([CH3:27])([CH3:28])[c:29]1[cH:30][cH:31][c:32]([C:35]#[C:36][c:37]2[cH:38][c:39]([CH:40]3[CH2:41][CH2:42]3)[c:43]3[c:52]([cH:53]2)[C:49]([CH3:50])([CH3:51])[CH2:48][C:45]2([O:44]3)[CH2:46][CH2:47]2)[cH:33][cH:34]1)=[O:54].[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]([CH3:5])[CH2:6][c:7]2[cH:8][c:9]([C:21]#[CH:22])[cH:10][c:11]3[c:16]2[O:15][C:14]([CH3:17])([CH3:18])[CH2:13][C:12]3([CH3:19])[CH3:20])[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]([CH3:5])[CH2:6][c:7]2[cH:8][c:9]([C:21]#[C:22][c:32]3[cH:31][cH:30][c:29]([C:26]([C:25]([O:24][CH3:23])=[O:54])([CH3:27])[CH3:28])[cH:34][cH:33]3)[cH:10][c:11]3[c:16]2[O:15][C:14]([CH3:17])([CH3:18])[CH2:13][C:12]3([CH3:19])[CH3:20])[CH2:2][CH2:3]1

Participants

9

Reactant 8

HCID 8021DiethylamineHCID 8058HexaneHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 211072508-[(Cyclopropyl-methyl-amino)methyl]-6-ethynyl-2,2,4,4-tetramethyl-chromanHCID 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 690741872-(4-{8-[(Cyclopropyl-methyl-amino)-methyl]-2,2,4,4-tetramethyl-chroman-6-ylethynyl}-phenyl)-2-methyl-propionic acid methyl ester

Sources & evidence

ORD record
ord-85dad2b6ef344d6e85ef9d50248bb999
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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