Acetate → 5-[2-Amino-6-(2-tert-butoxycarbonylaminoethylsulfanyl)pyrimidin-4-yl]-2,4-dichlorobenzoic acid methyl ester

HRID 1562990Notes

Reaction equation

HRID 1562990 reaction equation
[C:22]([CH3:23])([CH3:24])([CH3:25])[O:26][C:27]([NH:28][CH2:29][CH2:30][S:31][c:32]1[n:33][c:34]([NH2:39])[n:35][c:36]([Cl:38])[cH:37]1)=[O:40].[C:60](=[O:61])([OH:62])[O-:63].[C:65]([O-:66])(=[O:67])[CH3:68].[C:70]([O-:71])(=[O:72])[CH3:73].[CH2:75]([CH2:76][O:77][CH3:78])[O:79][CH3:80].[CH3:1][O:2][C:3]([c:4]1[c:5]([Cl:20])[cH:6][c:7]([Cl:19])[c:8]([B:10]2[O:11][C:12]([CH3:13])([CH3:14])[C:15]([CH3:16])([CH3:17])[O:18]2)[cH:9]1)=[O:21].[Na+:64].[OH2:74].[Pd+2:69].[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>>[CH3:1][O:2][C:3]([c:4]1[c:5]([Cl:20])[cH:6][c:7]([Cl:19])[c:8](-[c:36]2[n:35][c:34]([NH2:39])[n:33][c:32]([S:31][CH2:30][CH2:29][NH:28][C:27]([O:26][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:40])[cH:37]2)[cH:9]1)=[O:21]

Participants

10

Reactant 9

HCID 175Acetate2×HCID 769Bicarbonate IonHCID 923Sodium ionHCID 962WaterHCID 80711,2-DimethoxyethaneHCID 11776TriphenylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 59224716[2-(2-Amino-6-chloropyrimidin-4-ylsulfanyl)ethyl]carbamic acid tert-butyl esterHCID 68413491Methyl 2,4-dichloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Product 1

HCID 592246575-[2-Amino-6-(2-tert-butoxycarbonylaminoethylsulfanyl)pyrimidin-4-yl]-2,4-dichlorobenzoic acid methyl ester

Sources & evidence

ORD record
ord-a600e6c06381448287400cd06fd230de
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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