1,2-Dichloroethane → 4,5-dihydro-3-(3-hydroxy-1-butynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

HRID 1200621Notes

Reaction equation

HRID 1200621 reaction equation
[CH2:23]([NH:24][CH2:25][CH3:26])[CH3:27].[CH2:28]([Cl:29])[CH2:30][Cl:31].[CH3:18][CH:19]([C:20]#[CH:21])[OH:22].[Cu:73][I:74].[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:32]([Cl:33])[Cl:34].[c:35]1([P:36]([c:37]2[cH:38][cH:39][cH:40][cH:41][cH:42]2)[c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)[cH:49][cH:50][cH:51][cH:52][cH:53]1.[c:54]1([P:55]([c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[cH:68][cH:69][cH:70][cH:71][cH:72]1>>[c:2]1([C:21]#[C:20][CH:19]([CH3:18])[OH:22])[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

8

Reactant 7

HCID 111,2-DichloroethaneHCID 8021DiethylamineHCID 11776Triphenylphosphine2×HCID 162393-Butyn-2-olHCID 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 198516014,5-dihydro-3-(3-hydroxy-1-butynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Sources & evidence

ORD record
ord-2a213a447f8442ee9bdc284e36470d1d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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