Acetonitrile → [4-(3-Hydroxy-1-propyn-1-yl)-2-methylphenyl]-4-morpholinylmethanone

HRID 165004Notes

Reaction equation

HRID 165004 reaction equation
[Br:1][c:2]1[cH:3][c:4]([CH3:16])[c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)[cH:14][cH:15]1.[CH2:17]([C:18]#[CH:19])[OH:20].[CH3:21][CH2:22][N:23]([CH2:24][CH3:25])[CH2:26][CH3:27].[CH3:28][C:29]#[N:30].[Cu:108][I:109].[cH:31]1[cH:32][cH:33][c:34]([P:35]([Pd:36]([P:37]([c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)([c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)([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)[c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[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)[c:88]2[cH:89][cH:90][cH:91][cH:92][cH:93]2)([c:94]2[cH:95][cH:96][cH:97][cH:98][cH:99]2)[c:100]2[cH:101][cH:102][cH:103][cH:104][cH:105]2)[cH:106][cH:107]1>>[c:2]1([C:19]#[C:18][CH2:17][OH:20])[cH:3][c:4]([CH3:16])[c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)[cH:14][cH:15]1

Participants

7

Reactant 6

HCID 6342AcetonitrileHCID 7859Propargyl alcoholHCID 8471TriethylamineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 18404846HCID 18404846, compoundHCID 178420554HCID 178420554, compound

Product 1

HCID 18404856[4-(3-Hydroxy-1-propyn-1-yl)-2-methylphenyl]-4-morpholinylmethanone

Sources & evidence

ORD record
ord-d49aed83fbea4dd5b6de99d3742226c6
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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