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

HRID 2128450Notes

Reaction equation

HRID 2128450 reaction equation
[Br: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.[CH2:24]([NH:25][CH2:26][CH3:27])[CH3:28].[CH2:29]([Cl:30])[CH2:31][Cl:32].[CH3:18][C:19]([C:20]#[CH:21])([CH3:22])[CH3:23].[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>>[c:2]1([C:21]#[C:20][C:19]([CH3:18])([CH3:22])[CH3:23])[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

8

Reactant 7

HCID 111,2-DichloroethaneHCID 8021DiethylamineHCID 11776Triphenylphosphine2×HCID 135123,3-Dimethyl-1-butyneHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 198515313-bromo-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Product 1

HCID 198515703-(3,3-dimethyl-1-butynyl)-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Sources & evidence

ORD record
ord-017e9552a1404dce9644548fbb13e4a9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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