Dichloromethane → 3-[(o-chlorophenyl)ethynyl]-8-fluoro-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

HRID 125643Notes

Reaction equation

HRID 125643 reaction equation
[CH2:28]([NH:29][CH2:30][CH3:31])[CH3:32].[CH2:33]([Cl:34])[Cl:35].[Cl:19][c:20]1[c:21]([C:26]#[CH:27])[cH:22][cH:23][cH:24][cH:25]1.[Cu:77][I:78].[F:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:18]1)[C:7](=[O:17])[N:8]([CH3:16])[CH2:9][c:10]1[n:11]-2[cH:12][n:13][c:14]1[I:15].[Pd:36]([Cl:37])[Cl:38].[c:39]1([P:40]([c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)[c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[cH:53][cH:54][cH:55][cH:56][cH:57]1.[c:58]1([P:59]([c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[cH:72][cH:73][cH:74][cH:75][cH:76]1>>[F:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:18]1)[C:7](=[O:17])[N:8]([CH3:16])[CH2:9][c:10]1[n:11]-2[cH:12][n:13][c:14]1[C:27]#[C:26][c:21]1[c:20]([Cl:19])[cH:25][cH:24][cH:23][cH:22]1

Participants

8

Reactant 7

HCID 6344DichloromethaneHCID 8021DiethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 5859951-Chloro-2-ethynylbenzeneHCID 198306858-fluoro-4,5-dihydro-3-iodo-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Product 1

HCID 198515203-[(o-chlorophenyl)ethynyl]-8-fluoro-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Sources & evidence

ORD record
ord-d8c3a8054489428ba1b1d0ff63d42d82
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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