Diisopropylamine → Tert-butyl 3-(3-(cyclopropylethynyl)phenyl)propylcarbamate

HRID 666975Notes

Reaction equation

HRID 666975 reaction equation
[Br:1][c:2]1[cH:3][c:4]([CH2:8][CH2:9][CH2:10][NH:11][C:12]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:18])[cH:5][cH:6][cH:7]1.[CH:19]1([C:22]#[CH:23])[CH2:20][CH2:21]1.[CH:46]([NH:47][CH:48]([CH3:49])[CH3:50])([CH3:51])[CH3:52].[Cu:94][I:95].[Pd:53]([Cl:54])[Cl:55].[c:24]1([CH3:25])[cH:26][cH:27][cH:28][cH:29][c:30]1[P:31]([c:32]1[cH:33][cH:34][cH:35][cH:36][c:37]1[CH3:38])[c:39]1[cH:40][cH:41][cH:42][cH:43][c:44]1[CH3:45].[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.[c:75]1([P:76]([c:77]2[cH:78][cH:79][cH:80][cH:81][cH:82]2)[c:83]2[cH:84][cH:85][cH:86][cH:87][cH:88]2)[cH:89][cH:90][cH:91][cH:92][cH:93]1>>[c:2]1([C:23]#[C:22][CH:19]2[CH2:20][CH2:21]2)[cH:3][c:4]([CH2:8][CH2:9][CH2:10][NH:11][C:12]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:18])[cH:5][cH:6][cH:7]1

Participants

8

Reactant 7

HCID 7912DiisopropylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 80271Tri-o-tolylphosphineHCID 138823CyclopropylacetyleneHCID 57219374Tert-butyl 3-(3-bromophenyl)propylcarbamate

Product 1

HCID 58035687Tert-butyl 3-(3-(cyclopropylethynyl)phenyl)propylcarbamate

Sources & evidence

ORD record
ord-9e318d45569d4559981082b04441cd9b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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