Acetate → ethyl 1-({3'-[3-[(cyclopropylamino)carbonyl]-4-oxo-1,8-naphthyridin-1(4H)-yl]biphenyl-4-yl}methyl)cyclobutanecarboxylate

HRID 679041Notes

Reaction equation

HRID 679041 reaction equation
[Br:33][c:34]1[cH:35][cH:36][c:37]([CH2:38][C:39]2([C:43](=[O:44])[O:45][CH2:46][CH3:47])[CH2:40][CH2:41][CH2:42]2)[cH:48][cH:49]1.[C:50](=[O:51])([O-:52])[O-:53].[CH:1]1([NH:4][C:5](=[O:6])[c:7]2[cH:8][n:9](-[c:18]3[cH:19][c:20](-[c:24]4[cH:25][cH:26][c:27]([C:30]([OH:31])=[O:32])[cH:28][cH:29]4)[cH:21][cH:22][cH:23]3)[c:10]3[n:11][cH:12][cH:13][cH:14][c:15]3[c:16]2=[O:17])[CH2:2][CH2:3]1.[Na+:54].[Na+:55].[O-:76][C:77]([CH3:78])=[O:79].[O-:80][C:81]([CH3:82])=[O:83].[Pd+2:75].[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>>[CH:1]1([NH:4][C:5](=[O:6])[c:7]2[cH:8][n:9](-[c:18]3[cH:19][c:20](-[c:24]4[cH:25][cH:26][c:27]([CH2:38][C:39]5([C:43](=[O:44])[O:45][CH2:46][CH3:47])[CH2:40][CH2:41][CH2:42]5)[cH:28][cH:29]4)[cH:21][cH:22][cH:23]3)[c:10]3[n:11][cH:12][cH:13][cH:14][c:15]3[c:16]2=[O:17])[CH2:2][CH2:3]1

Participants

8

Reactant 7

HCID 175Acetate2×HCID 923Sodium ion2×HCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 10025432HCID 10025432, compoundHCID 69158278HCID 69158278, compound

Product 1

HCID 69158192ethyl 1-({3'-[3-[(cyclopropylamino)carbonyl]-4-oxo-1,8-naphthyridin-1(4H)-yl]biphenyl-4-yl}methyl)cyclobutanecarboxylate

Sources & evidence

ORD record
ord-789bef7bcac343b5a60116f4d59b48b9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

Loading…