Diisopropylamine → N-[3-(7-amino-6-chloro-1,3-benzodioxol-4-yl)prop-2-yn-1-yl]morpholine-4-carboxamide

HRID 306533Notes

Reaction equation

HRID 306533 reaction equation
[CH2:13]([C:14]#[CH:15])[NH:16][C:17](=[O:18])[N:19]1[CH2:20][CH2:21][O:22][CH2:23][CH2:24]1.[CH3:32][CH2:33][O:34][C:35](=[O:36])[CH3:37].[CH:25]([NH:26][CH:27]([CH3:28])[CH3:29])([CH3:30])[CH3:31].[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:79][I:80].[Pd:38]([Cl:39])[Cl:40].[c:41]1([P:42]([c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)[c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[cH:55][cH:56][cH:57][cH:58][cH:59]1.[c:60]1([P:61]([c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)[cH:74][cH:75][cH:76][cH:77][cH:78]1>>[Cl:1][c:2]1[c:3]([NH2:12])[c:4]2[c:5]([c:9]([C:15]#[C:14][CH2:13][NH:16][C:17](=[O:18])[N:19]3[CH2:20][CH2:21][O:22][CH2:23][CH2:24]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 45088989N-(prop-2-yn-1-yl)morpholine-4-carboxamide

Product 1

HCID 68881313N-[3-(7-amino-6-chloro-1,3-benzodioxol-4-yl)prop-2-yn-1-yl]morpholine-4-carboxamide

Sources & evidence

ORD record
ord-f8343c9371c24eb685a37b03faae6113
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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