Acetate → 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

HRID 1548051Notes

Reaction equation

HRID 1548051 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([C:13](=[O:14])[OH:15])[n:6][c:7]1[O:8][CH2:9][CH:10]1[CH2:11][CH2:12]1.[C:57]([O-:58])(=[O:59])[CH3:60].[C:61]([O-:62])(=[O:63])[CH3:64].[CH:16]1([B:19]([OH:20])[OH:21])[CH2:17][CH2:18]1.[CH:22]1([P:23]([CH:24]2[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]2)[CH:30]2[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]2)[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]1.[K+:46].[K+:47].[K+:48].[OH2:49].[P:41]([O-:42])([O-:43])([O-:44])=[O:45].[Pd+2:65].[c:50]1([CH3:51])[cH:52][cH:53][cH:54][cH:55][cH:56]1>>[c:2]1([CH:16]2[CH2:17][CH2:18]2)[cH:3][cH:4][c:5]([C:13](=[O:14])[OH:15])[n:6][c:7]1[O:8][CH2:9][CH:10]1[CH2:11][CH2:12]1

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 710875435-Bromo-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Sources & evidence

ORD record
ord-3f63518d1c7048619862fa0477921ffc
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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