Acetate → 1,1-Dimethylethyl N-(5-((4-methylphenyl)sulfonyl)-5H-pyrrolo(2,3-b)pyrazin-2-yl)carbamate

HRID 2126859Notes

Reaction equation

HRID 2126859 reaction equation
[Br:1][c:2]1[n:3][c:4]2[c:5]([n:6][cH:7]1)[n:8]([S:11](=[O:12])(=[O:13])[c:14]1[cH:15][cH:16][c:17]([CH3:18])[cH:19][cH:20]1)[cH:9][cH:10]2.[C:21]([NH2:22])([O:23][C:24]([CH3:25])([CH3:26])[CH3:27])=[O:28].[C:29](=[O:30])([O-:31])[O-:32].[C:77]([O-:78])(=[O:79])[CH3:80].[C:82]([O-:83])(=[O:84])[CH3:85].[CH3:35][C:36]1([CH3:37])[c:38]2[cH:39][cH:40][cH:41][c:42]([P:43]([c:44]3[cH:45][cH:46][cH:47][cH:48][cH:49]3)[c:50]3[cH:51][cH:52][cH:53][cH:54][cH:55]3)[c:56]2[O:57][c:58]2[c:59]1[cH:60][cH:61][cH:62][c:63]2[P:64]([c:65]1[cH:66][cH:67][cH:68][cH:69][cH:70]1)[c:71]1[cH:72][cH:73][cH:74][cH:75][cH:76]1.[CH:86]([OH:87])([CH3:88])[CH3:89].[K+:33].[K+:34].[Pd+2:81]>>[c:2]1([NH:22][C:21]([O:23][C:24]([CH3:25])([CH3:26])[CH3:27])=[O:28])[n:3][c:4]2[c:5]([n:6][cH:7]1)[n:8]([S:11](=[O:12])(=[O:13])[c:14]1[cH:15][cH:16][c:17]([CH3:18])[cH:19][cH:20]1)[cH:9][cH:10]2

Participants

9

Reactant 8

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 3776IsopropanolHCID 19660Carbonate IonHCID 77922tert-Butyl carbamateHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 529876432-Bromo-5-((4-methylphenyl)sulfonyl)-5H-pyrrolo(2,3-b)pyrazine

Product 1

HCID 580097831,1-Dimethylethyl N-(5-((4-methylphenyl)sulfonyl)-5H-pyrrolo(2,3-b)pyrazin-2-yl)carbamate

Sources & evidence

ORD record
ord-ce97728a8b7e44b999652a27b89bbc01
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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