Water → 2-amino-3'-(3-hydroxy-3-methylbut-1-ynyl)spiro[5H-1,3-oxazole-4,5'-chromeno[2,3-b]pyridine]-7'-ol

HRID 2126941Notes

Reaction equation

HRID 2126941 reaction equation
[CH2:22]1[O:23][CH2:24][CH2:25][CH2:26]1.[CH3:39][C:40]([CH3:41])([C:42]#[CH:43])[OH:44].[CH:32]([NH:33][CH:34]([CH3:35])[CH3:36])([CH3:37])[CH3:38].[Cu:123][I:124].[NH2:1][C:2]1=[N:21][C:5]2([CH2:4][O:3]1)[c:6]1[cH:7][c:8]([OH:20])[cH:9][cH:10][c:11]1[O:12][c:13]1[n:14][cH:15][c:16]([Br:19])[cH:17][c:18]12.[O:27]=[CH:28][N:29]([CH3:30])[CH3:31].[OH2:45].[cH:46]1[cH:47][cH:48][c:49]([P:50]([Pd:51]([P:52]([c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)([P:71]([c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)([c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)[P:90]([c:91]2[cH:92][cH:93][cH:94][cH:95][cH:96]2)([c:97]2[cH:98][cH:99][cH:100][cH:101][cH:102]2)[c:103]2[cH:104][cH:105][cH:106][cH:107][cH:108]2)([c:109]2[cH:110][cH:111][cH:112][cH:113][cH:114]2)[c:115]2[cH:116][cH:117][cH:118][cH:119][cH:120]2)[cH:121][cH:122]1>>[NH2:1][C:2]1=[N:21][C:5]2([CH2:4][O:3]1)[c:6]1[cH:7][c:8]([OH:20])[cH:9][cH:10][c:11]1[O:12][c:13]1[n:14][cH:15][c:16]([C:43]#[C:42][C:40]([CH3:39])([CH3:41])[OH:44])[cH:17][c:18]12

Participants

9

Reactant 8

HCID 962WaterHCID 6228DimethylformamideHCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 82582-Methyl-3-butyn-2-olHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 592723892-amino-3'-bromospiro[5H-1,3-oxazole-4,5'-chromeno[2,3-b]pyridine]-7'-olHCID 178420554HCID 178420554, compound

Product 1

HCID 672409672-amino-3'-(3-hydroxy-3-methylbut-1-ynyl)spiro[5H-1,3-oxazole-4,5'-chromeno[2,3-b]pyridine]-7'-ol

Sources & evidence

ORD record
ord-dc5a06896a154d5e89ce2fbb12f4fe2d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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