Acetate → Ethyl 5-(4-chloro-3-methyl-[1,8]-naphthyridin-2-yl)pentanoate

HRID 203476

Reaction equation

HRID 203476 reaction equation
[C:1]([CH2:2][CH2:3][CH:4]=[CH2:5])(=[O:6])[O:7][CH2:8][CH3:9].[CH2:38]1[O:39][CH2:40][CH2:41][CH2:42]1.[CH:10]12[CH2:11][CH2:12][CH2:13][CH:14]([BH:15]1)[CH2:16][CH2:17][CH2:18]2.[Cl:25][c:26]1[n:27][c:28]2[n:29][cH:30][cH:31][cH:32][c:33]2[c:34]([Cl:37])[c:35]1[CH3:36].[K+:19].[K+:20].[O-:21][C:22]([O-:23])=[O:24].[O-:44][C:45]([CH3:46])=[O:47].[O-:48][C:49]([CH3:50])=[O:51].[O:52]=[CH:53][N:54]([CH3:55])[CH3:56].[Pd+2:43]>>[C:1]([CH2:2][CH2:3][CH2:4][CH2:5][c:26]1[n:27][c:28]2[n:29][cH:30][cH:31][cH:32][c:33]2[c:34]([Cl:37])[c:35]1[CH3:36])(=[O:6])[O:7][CH2:8][CH3:9]

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 19660Carbonate IonHCID 74786Ethyl 4-pentenoateHCID 789669-Borabicyclo(3.3.1)nonaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 220826612,4-Dichloro-3-methyl-1,8-naphthyridine

Product 1

HCID 18475432Ethyl 5-(4-chloro-3-methyl-[1,8]-naphthyridin-2-yl)pentanoate

Sources & evidence

ORD record
ord-4881eedb7ec34902926b97e8aca10b7f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Linked notes

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