Triethylamine → tert-butyl N-[4-(3-isoquinolin-6-yl-1,2-oxazol-5-yl)-1-phenylbut-3-yn-2-yl]carbamate

HRID 1561741Notes

Reaction equation

HRID 1561741 reaction equation
[CH3:35][CH2:36][N:37]([CH2:38][CH3:39])[CH2:40][CH3:41].[Cu:83][I:84].[I:19][c:20]1[cH:21][c:22](-[c:25]2[cH:26][c:27]3[cH:28][cH:29][n:30][cH:31][c:32]3[cH:33][cH:34]2)[n:23][o:24]1.[Pd:42]([Cl:43])[Cl:44].[c:1]1([CH2:7][CH:8]([C:9]#[CH:10])[NH:11][C:12]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:18])[cH:2][cH:3][cH:4][cH:5][cH:6]1.[c:45]1([P:46]([c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[cH:59][cH:60][cH:61][cH:62][cH:63]1.[c:64]1([P:65]([c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[cH:78][cH:79][cH:80][cH:81][cH:82]1>>[c:1]1([CH2:7][CH:8]([C:9]#[C:10][c:20]2[cH:21][c:22](-[c:25]3[cH:26][c:27]4[cH:28][cH:29][n:30][cH:31][c:32]4[cH:33][cH:34]3)[n:23][o:24]2)[NH:11][C:12]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:18])[cH:2][cH:3][cH:4][cH:5][cH:6]1

Participants

7

Reactant 6

HCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 579505666-(5-Iodoisoxazol-3-yl)isoquinolineHCID 73083628tert-butyl N-(1-phenylbut-3-yn-2-yl)carbamate

Product 1

HCID 76673446tert-butyl N-[4-(3-isoquinolin-6-yl-1,2-oxazol-5-yl)-1-phenylbut-3-yn-2-yl]carbamate

Sources & evidence

ORD record
ord-22cafc5741eb4162b4fb1e8da356328c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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