Diisopropylamine → 5-Chloro-7-(4-methoxypent-1-yn-1-yl)-1,3-benzodioxol-4-amine

HRID 157282Notes

Reaction equation

HRID 157282 reaction equation
[CH3:13][O:14][CH:15]([CH2:16][C:17]#[CH:18])[CH3:19].[CH3:27][CH2:28][O:29][C:30](=[O:31])[CH3:32].[CH:20]([NH:21][CH:22]([CH3:23])[CH3:24])([CH3:25])[CH3:26].[Cl:1][c:2]1[c:3]([NH2:12])[c:4]2[c:5]([c:9]([I:11])[cH:10]1)[O:6][CH2:7][O:8]2.[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[c:3]([NH2:12])[c:4]2[c:5]([c:9]([C:18]#[C:17][CH2:16][CH:15]([O:14][CH3:13])[CH3:19])[cH:10]1)[O:6][CH2:7][O:8]2

Participants

8

Reactant 7

HCID 7912DiisopropylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 179805275-Chloro-7-iodo-1,3-benzodioxol-4-amineHCID 866015644-Methoxypent-1-yne

Product 1

HCID 688812175-Chloro-7-(4-methoxypent-1-yn-1-yl)-1,3-benzodioxol-4-amine

Sources & evidence

ORD record
ord-200b5b0594f443b49b3f47a731f260a8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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