Acetate → tert-Butyl 2-(Diphenylmethyleneamino)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

HRID 1545464Notes

Reaction equation

HRID 1545464 reaction equation
[C:79](=[O:80])([O-:81])[O-:82].[CH3:94][c:95]1[cH:96][cH:97][cH:98][cH:99][cH:100]1.[Cl:1][c:2]1[n:3][c:4]2[c:9]([cH:10][cH:11]1)[CH2:8][N:7]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:6][CH2:5]2.[Cs+:83].[Cs+:84].[O-:86][C:87]([CH3:88])=[O:89].[O-:90][C:91]([CH3:92])=[O:93].[Pd+2:85].[c:19]1([C:25](=[NH:26])[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[cH:20][cH:21][cH:22][cH:23][cH:24]1.[cH:33]1[cH:34][cH:35][c:36]([P:37]([c:38]2[cH:39][cH:40][c:41]3[c:42]([cH:43][cH:44][cH:45][cH:46]3)[c:47]2-[c:48]2[c:49]3[c:50]([cH:51][cH:52][cH:53][cH:54]3)[cH:55][cH:56][c:57]2[P:58]([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[c:71]2[cH:72][cH:73][cH:74][cH:75][cH:76]2)[cH:77][cH:78]1>>[c:2]1([N:26]=[C:25]([c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[n:3][c:4]2[c:9]([cH:10][cH:11]1)[CH2:8][N:7]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:6][CH2:5]2

Participants

9

Reactant 8

HCID 175Acetate2×HCID 1140TolueneHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 136809Benzophenone imineHCID 634876Binap, (A+-)-HCID 46835755tert-Butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

Product 1

HCID 58043757tert-Butyl 2-(Diphenylmethyleneamino)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

Sources & evidence

ORD record
ord-b5901ee9a50440cba4d998e1c787a212
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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