1,2-Dichloroethane → Ethyl-2-cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline-6-carboxylate

HRID 695375Notes

Reaction equation

HRID 695375 reaction equation
[C:57]=[O:58].[C:71]([O-:72])(=[O:73])[CH3:74].[C:76]([O-:77])(=[O:78])[CH3:79].[CH2:83]([N:84]([CH2:85][CH3:86])[CH2:87][CH3:88])[CH3:89].[CH3:53][S:54]([CH3:55])=[O:56].[CH3:59][CH2:60][O:61][C:62]([CH3:63])=[O:64].[CH3:65][CH2:66][CH2:67][CH2:68][CH2:69][CH3:70].[CH3:80][CH2:81][OH:82].[CH:1]1([N:4]2[CH2:5][c:6]3[cH:7][cH:8][c:9]([O:16][S:17]([C:18]([F:19])([F:20])[F:21])(=[O:22])=[O:23])[cH:10][c:11]3[C:12]([CH3:14])([CH3:15])[CH2:13]2)[CH2:2][CH2:3]1.[Cl:90][CH2:91][CH2:92][Cl:93].[Pd+2:75].[c:24]1([P:25]([c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[CH2:32][CH2:33][CH2:34][P:35]([c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[cH:48][cH:49][cH:50][cH:51][cH:52]1>>[CH:1]1([N:4]2[CH2:5][c:6]3[cH:7][cH:8][c:9]([C:62]([O:61][CH2:60][CH3:59])=[O:64])[cH:10][c:11]3[C:12]([CH3:14])([CH3:15])[CH2:13]2)[CH2:2][CH2:3]1

Participants

12

Reactant 11

HCID 111,2-DichloroethaneHCID 175Acetate2×HCID 679Dimethyl SulfoxideHCID 702EthanolHCID 712FormaldehydeHCID 8058HexaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 812191,3-Bis(diphenylphosphino)propaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 225688782-Cyclopropyl-4,4-dimethyl-6-trifluoromethylsulfonyloxy-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 22568969Ethyl-2-cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline-6-carboxylate

Sources & evidence

ORD record
ord-ca6b05c4b86248bfa60186a58edb972a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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