1,2-Dichloroethane → 7-chloro-4,5-dihydro-3-(3-hydroxy-1-butynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

HRID 2349804Notes

Reaction equation

HRID 2349804 reaction equation
[CH2:24]([NH:25][CH2:26][CH3:27])[CH3:28].[CH2:29]([Cl:30])[CH2:31][Cl:32].[CH3:19][CH:20]([C:21]#[CH:22])[OH:23].[Cl:1][c:2]1[cH:3][cH:4][cH:5][c:6]2[c:7]1[C:8](=[O:18])[N:9]([CH3:17])[CH2:10][c:11]1[n:12]-2[cH:13][n:14][c:15]1[I:16].[Cu:74][I:75].[Pd:33]([Cl:34])[Cl:35].[c:36]1([P:37]([c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[cH:50][cH:51][cH:52][cH:53][cH:54]1.[c:55]1([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70][cH:71][cH:72][cH:73]1>>[Cl:1][c:2]1[cH:3][cH:4][cH:5][c:6]2[c:7]1[C:8](=[O:18])[N:9]([CH3:17])[CH2:10][c:11]1[n:12]-2[cH:13][n:14][c:15]1[C:22]#[C:21][CH:20]([CH3:19])[OH:23]

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 198306597-chloro-4,5-dihydro-3-iodo-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Product 1

HCID 198306467-chloro-4,5-dihydro-3-(3-hydroxy-1-butynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Sources & evidence

ORD record
ord-0bbc2af317ce464bb9c52bfeb3110bba
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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