Diethylamine → 4,5-dihydro-3-(3-hydroxy-3-methyl-1-butynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

HRID 2160197Notes

Reaction equation

HRID 2160197 reaction equation
[CH2:24]([NH:25][CH2:26][CH3:27])[CH3:28].[CH3:18][C:19]([CH3:20])([C:21]#[CH:22])[OH:23].[Cu:70][I:71].[I:1][c:2]1[n:3][cH:4][n:5]2[c:6]1[CH2:7][N:8]([CH3:17])[C:9](=[O:16])[c:10]1[c:11]-2[cH:12][cH:13][cH:14][cH:15]1.[Pd:29]([Cl:30])[Cl:31].[c:32]1([P:33]([c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[cH:46][cH:47][cH:48][cH:49][cH:50]1.[c:51]1([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)[cH:65][cH:66][cH:67][cH:68][cH:69]1>>[c:2]1([C:22]#[C:21][C:19]([CH3:18])([CH3:20])[OH:23])[n:3][cH:4][n:5]2[c:6]1[CH2:7][N:8]([CH3:17])[C:9](=[O:16])[c:10]1[c:11]-2[cH:12][cH:13][cH:14][cH:15]1

Participants

7

Reactant 6

HCID 8021DiethylamineHCID 82582-Methyl-3-butyn-2-olHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 198306774,5-dihydro-3-iodo-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Product 1

HCID 198515594,5-dihydro-3-(3-hydroxy-3-methyl-1-butynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Sources & evidence

ORD record
ord-58136ace90464215b6402038b167abc2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

Loading…