Acetate → Ethyl 3-amino-6-cyclopropylpicolinate

HRID 2316545Notes

Reaction equation

HRID 2316545 reaction equation
[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([Br:13])[cH:9][cH:10][c:11]1[NH2:12].[CH3:47][c:48]1[cH:49][cH:50][cH:51][cH:52][cH:53]1.[CH:22]1([P:23]([CH:27]2[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]2)[CH:35]2[CH2:26][CH2:25][CH2:24][CH2:39][CH2:40]2)[CH2:33][CH2:34][CH2:36][CH2:37][CH2:38]1.[CH:41]1([B:42]([OH:43])[OH:44])[CH2:45][CH2:46]1.[K+:19].[K+:20].[K+:21].[O-:55][C:56]([CH3:57])=[O:58].[O-:59][C:60]([CH3:61])=[O:62].[OH2:63].[P:14]([O-:15])([O-:16])([O-:17])=[O:18].[Pd+2:54]>>[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([CH:39]2[CH2:35][CH2:40]2)[cH:9][cH:10][c:11]1[NH2:12]

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2760897Cyclopropylboronic acidHCID 25137688Ethyl 3-amino-6-bromopicolinate

Product 1

HCID 67299907Ethyl 3-amino-6-cyclopropylpicolinate

Sources & evidence

ORD record
ord-467a805497e8497ea5d019f34bf5a031
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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