Acetate → 6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid ethyl ester

HRID 2157026Notes

Reaction equation

HRID 2157026 reaction equation
[Br:16][c:17]1[cH:18][n:19][cH:20][n:21][cH:22]1.[C:24](=[O:25])([O-:26])[O-:27].[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([CH:13]2[CH2:14][CH2:15]2)[cH:9][cH:10][c:11]1[NH2:12].[CH2:80]([Cl:81])[Cl:82].[CH3:72][c:73]1[c:74]([CH3:75])[cH:76][cH:77][cH:78][cH:79]1.[K+:28].[K+:29].[O-:84][C:85]([CH3:86])=[O:87].[O-:88][C:89]([CH3:90])=[O:91].[OH2:23].[Pd+2:83].[c:30]1([P:31]([c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[c:38]2[c:39]3[c:63]([cH:64][cH:65][cH:66]2)[C:60]([CH3:61])([CH3:62])[c:42]2[c:41]([c:46]([P:47]([c:48]4[cH:49][cH:50][cH:51][cH:52][cH:53]4)[c:54]4[cH:55][cH:56][cH:57][cH:58][cH:59]4)[cH:45][cH:44][cH:43]2)[O:40]3)[cH:67][cH:68][cH:69][cH:70][cH:71]1>>[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([CH:13]2[CH2:14][CH2:15]2)[cH:9][cH:10][c:11]1[NH:12][c:17]1[cH:18][n:19][cH:20][n:21][cH:22]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 962WaterHCID 6344DichloromethaneHCID 7237O-XyleneHCID 19660Carbonate IonHCID 783445-BromopyrimidineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 67299907Ethyl 3-amino-6-cyclopropylpicolinate

Product 1

HCID 583680566-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid ethyl ester

Sources & evidence

ORD record
ord-50c6705e575c43509e142a6e6b295133
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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