Dimethylformamide → 3'-Bromo-7'-(3,3-dimethylbut-1-ynyl)spiro[2,6-dihydro-1,4-oxazine-5,5'-chromeno[2,3-b]pyridine]-3-amine

HRID 113613Notes

Reaction equation

HRID 113613 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:5]([n:6][cH:7]1)[O:8][c:9]1[cH:10][cH:11][c:12]([I:22])[cH:13][c:14]1[C:15]21[CH2:16][O:17][CH2:18][C:19]([NH2:21])=[N:20]1.[CH3:30][C:31]([C:32]#[CH:33])([CH3:34])[CH3:35].[CH:23]([NH:24][CH:25]([CH3:26])[CH3:27])([CH3:28])[CH3:29].[Cu:113][I:114].[O:115]=[CH:116][N:117]([CH3:118])[CH3:119].[cH:36]1[cH:37][cH:38][c:39]([P:40]([Pd:41]([P:42]([c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)([c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)([P:61]([c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)([c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)[c:74]2[cH:75][cH:76][cH:77][cH:78][cH:79]2)[P:80]([c:81]2[cH:82][cH:83][cH:84][cH:85][cH:86]2)([c:87]2[cH:88][cH:89][cH:90][cH:91][cH:92]2)[c:93]2[cH:94][cH:95][cH:96][cH:97][cH:98]2)([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]1>>[Br:1][c:2]1[cH:3][c:4]2[c:5]([n:6][cH:7]1)[O:8][c:9]1[cH:10][cH:11][c:12]([C:33]#[C:32][C:31]([CH3:30])([CH3:34])[CH3:35])[cH:13][c:14]1[C:15]21[CH2:16][O:17][CH2:18][C:19]([NH2:21])=[N:20]1

Participants

7

Reactant 6

HCID 6228DimethylformamideHCID 7912DiisopropylamineHCID 135123,3-Dimethyl-1-butyneHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 584658933-Bromo-7-iodo-2',6'-dihydrospiro[chromeno[2,3-b]pyridine-5,3'-[1,4]oxazin]-5'-amineHCID 178420554HCID 178420554, compound

Product 1

HCID 673872953'-Bromo-7'-(3,3-dimethylbut-1-ynyl)spiro[2,6-dihydro-1,4-oxazine-5,5'-chromeno[2,3-b]pyridine]-3-amine

Sources & evidence

ORD record
ord-7d25f257d1a9413fb2963e04720db4c0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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