Acetate → 5-Cyclopropyl-2-{4-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile

HRID 1234204Notes

Reaction equation

HRID 1234204 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:65]([O-:66])(=[O:67])[CH3:68].[C:70]([O-:71])(=[O:72])[CH3:73].[CH3:74][CH2:75][O:76][C:77]([CH3:78])=[O:79].[CH3:81][c:82]1[cH:83][cH:84][cH:85][cH:86][cH:87]1.[CH:32]1([B:35]([OH:36])[OH:37])[CH2:33][CH2:34]1.[CH:46]1([P:47]([CH:48]2[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53]2)[CH:54]2[CH2:55][CH2:56][CH2:57][CH2:58][CH2:59]2)[CH2:60][CH2:61][CH2:62][CH2:63][CH2:64]1.[K+:43].[K+:44].[K+:45].[OH2:80].[P:38]([O-:39])([O-:40])([O-:41])=[O:42].[Pd+2:69]>>[c:2]1([CH:32]2[CH2:33][CH2:34]2)[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

11

Reactant 10

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 8857Ethyl AcetateHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2760897Cyclopropylboronic 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 250618725-Cyclopropyl-2-{4-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile

Sources & evidence

ORD record
ord-4a4a374178234f209dacb0d1b7fc8fe9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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