Diisopropylamine → 5-Chloro-7-[3-(cyclopropylmethoxy)prop-1-yn-1-yl]-1,3-benzodioxol-4-amine

HRID 113249Notes

Reaction equation

HRID 113249 reaction equation
[CH2:13]([C:14]#[CH:15])[O:16][CH2:17][CH:18]1[CH2:19][CH2:20]1.[CH3:28][CH2:29][O:30][C:31](=[O:32])[CH3:33].[CH:21]([NH:22][CH:23]([CH3:24])[CH3:25])([CH3:26])[CH3:27].[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:75][I:76].[Pd:34]([Cl:35])[Cl:36].[c:37]1([P:38]([c:39]2[cH:40][cH:41][cH:42][cH:43][cH:44]2)[c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[cH:51][cH:52][cH:53][cH:54][cH:55]1.[c:56]1([P:57]([c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[cH:70][cH:71][cH:72][cH:73][cH:74]1>>[Cl:1][c:2]1[c:3]([NH2:12])[c:4]2[c:5]([c:9]([C:15]#[C:14][CH2:13][O:16][CH2:17][CH:18]3[CH2:19][CH2:20]3)[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 18446289((Prop-2-yn-1-yloxy)methyl)cyclopropane

Product 1

HCID 688819705-Chloro-7-[3-(cyclopropylmethoxy)prop-1-yn-1-yl]-1,3-benzodioxol-4-amine

Sources & evidence

ORD record
ord-0f7a340d88c54adf9c93ad508a3ccaa9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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