Acetate → Tert-butyl 4-[2-(3,5-bis-trifluoromethyl-benzylamino)-pyrimidin-5-yloxy]-butyrate

HRID 196151Notes

Reaction equation

HRID 196151 reaction equation
[C:94]([O-:95])(=[O:96])[CH3:97].[C:99]([O-:100])(=[O:101])[CH3:102].[CH3:104][CH2:105][O:106][C:107](=[O:108])[CH3:109].[CH3:81][C:82]([CH3:83])([O-:84])[CH3:85].[CH3:87][c:88]1[cH:89][cH:90][cH:91][cH:92][cH:93]1.[Cl:1][c:2]1[n:3][cH:4][c:5]([O:8][CH2:9][CH2:10][CH2:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[cH:6][n:7]1.[F:65][C:66]([c:67]1[cH:68][c:69]([CH2:70][NH2:71])[cH:72][c:73]([C:75]([F:76])([F:77])[F:78])[cH:74]1)([F:79])[F:80].[Na+:86].[OH2:103].[Pd+2:98].[c:19]1([P:20]([c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[c:27]2[cH:28][cH:29][c:30]3[c:31]([cH:32][cH:33][cH:34][cH:35]3)[c:36]2-[c:37]2[c:38]3[c:39]([cH:40][cH:41][cH:42][cH:43]3)[cH:44][cH:45][c:46]2[P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[cH:60][cH:61][cH:62][cH:63][cH:64]1>>[c:2]1([NH:71][CH2:70][c:69]2[cH:68][c:67]([C:66]([F:65])([F:79])[F:80])[cH:74][c:73]([C:75]([F:76])([F:77])[F:78])[cH:72]2)[n:3][cH:4][c:5]([O:8][CH2:9][CH2:10][CH2:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[cH:6][n:7]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 923Sodium ionHCID 962WaterHCID 1140TolueneHCID 8857Ethyl AcetateHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 5210993,5-Bis(trifluoromethyl)benzylamineHCID 634876Binap, (A+-)-HCID 45749132-Methylpropan-2-olateHCID 57556051Tert-butyl 4-(2-chloro-pyrimidin-5-yloxy)-butyrate

Product 1

HCID 86626523Tert-butyl 4-[2-(3,5-bis-trifluoromethyl-benzylamino)-pyrimidin-5-yloxy]-butyrate

Sources & evidence

ORD record
ord-538a76a6f26340748966c38f1152e58f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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