Acetate → Ethyl 1-cyclopropyl-7-[2-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]ethenyl]-6,8-difluoro-4-oxoquinoline-3-carboxylate

HRID 1234757Notes

Reaction equation

HRID 1234757 reaction equation
[C:75]([O-:76])(=[O:77])[CH3:78].[C:80]([O-:81])(=[O:82])[CH3:83].[CH3:1][O:2][c:3]1[cH:4][c:5]([CH2:6][c:7]2[c:8]([NH2:14])[n:9][c:10]([NH2:13])[n:11][cH:12]2)[cH:15][c:16]([I:20])[c:17]1[O:18][CH3:19].[CH3:63][CH2:64][N:65]([CH2:66][CH3:67])[CH2:68][CH3:69].[CH3:70][N:71]([CH3:72])[CH:73]=[O:74].[CH:21]1([n:24]2[cH:25][c:26]([C:39](=[O:40])[O:41][CH2:42][CH3:43])[c:27](=[O:38])[c:28]3[cH:29][c:30]([F:37])[c:31]([CH:35]=[CH2:36])[c:32]([F:34])[c:33]23)[CH2:22][CH2:23]1.[OH2:84].[Pd+2:79].[c:44]1([P:45]([c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)[cH:58][cH:59][cH:60][cH:61][cH:62]1>>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH2:6][c:7]2[c:8]([NH2:14])[n:9][c:10]([NH2:13])[n:11][cH:12]2)[cH:15][c:16]([CH:36]=[CH:35][c:31]2[c:30]([F:37])[cH:29][c:28]3[c:27](=[O:38])[c:26]([C:39](=[O:40])[O:41][CH2:42][CH3:43])[cH:25][n:24]([CH:21]4[CH2:22][CH2:23]4)[c:33]3[c:32]2[F:34])[c:17]1[O:18][CH3:19]

Participants

9

Reactant 8

HCID 175Acetate2×HCID 962WaterHCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 111010945-(3,4-Dimethoxy-5-iodo-benzyl)pyrimidine-2,4-diamineHCID 15636884Ethyl 1-cyclopropyl-6,8-difluoro-7-vinyl-4-oxo-1,4-dihydro-quinoline-3-carboxylate

Product 1

HCID 54072345Ethyl 1-cyclopropyl-7-[2-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]ethenyl]-6,8-difluoro-4-oxoquinoline-3-carboxylate

Sources & evidence

ORD record
ord-b7d77bf3c77f437586812e433dd409bb
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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