Acetate → 5-Methyl-2-(4-((6-(trifluoromethyl)pyridin-3-yl)methylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile

HRID 670616Notes

Reaction equation

HRID 670616 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([N:10]2[CH2:11][c:12]3[c:13]([n:14][cH:15][n:16][c:17]3[NH:18][CH2:19][c:20]3[cH:21][n:22][c:23]([C:26]([F:27])([F:28])[F:29])[cH:24][cH:25]3)[CH2:30][CH2:31]2)[c:6]([C:7]#[N:8])[cH:9]1.[C:63]([O-:64])(=[O:65])[CH3:66].[C:68]([O-:69])(=[O:70])[CH3:71].[CH3:32][B:33]([OH:34])[OH:35].[CH3:73][c:74]1[cH:75][cH:76][cH:77][cH:78][cH:79]1.[CH:44]1([P:45]([CH:46]2[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51]2)[CH:52]2[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57]2)[CH2:58][CH2:59][CH2:60][CH2:61][CH2:62]1.[K+:41].[K+:42].[K+:43].[OH2:72].[P:36]([O-:37])([O-:38])([O-:39])=[O:40].[Pd+2:67]>>[c:2]1([CH3:32])[cH:3][cH:4][c:5]([N:10]2[CH2:11][c:12]3[c:13]([n:14][cH:15][n:16][c:17]3[NH:18][CH2:19][c:20]3[cH:21][n:22][c:23]([C:26]([F:27])([F:28])[F:29])[cH:24][cH:25]3)[CH2:30][CH2:31]2)[c:6]([C:7]#[N:8])[cH:9]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 139377Methylboronic AcidHCID 250618715-bromo-2-(4-((6-(trifluoromethyl)pyridin-3-yl)methylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile

Product 1

HCID 250618705-Methyl-2-(4-((6-(trifluoromethyl)pyridin-3-yl)methylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile

Sources & evidence

ORD record
ord-dd7b23a153564ac79b09f692b29d5c62
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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