Acetate → 5-(3,3-Difluoro-azetidin-1-yl)-6-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (1-methyl-1-thiazol-2-yl-ethyl)-amide

HRID 147731Notes

Reaction equation

HRID 147731 reaction equation
[C:78](=[O:79])([O-:80])[O-:81].[CH3:1][C:2]([CH3:3])([c:4]1[s:5][cH:6][cH:7][n:8]1)[NH:9][C:10](=[O:11])[c:12]1[n:13][c:14]([O:19][CH2:20][C:21]([F:22])([F:23])[F:24])[c:15]([Br:18])[cH:16][cH:17]1.[CH3:84][c:85]1[cH:86][cH:87][cH:88][cH:89][cH:90]1.[ClH:25].[Cs+:82].[Cs+:83].[F:26][C:27]1([F:31])[CH2:28][NH:29][CH2:30]1.[O-:92][C:93]([CH3:94])=[O:95].[O-:96][C:97]([CH3:98])=[O:99].[Pd+2:91].[cH:32]1[cH:33][cH:34][c:35]([P:36]([c:37]2[cH:38][cH:39][c:40]3[c:41]([cH:42][cH:43][cH:44][cH:45]3)[c:46]2-[c:47]2[c:48]3[c:49]([cH:50][cH:51][cH:52][cH:53]3)[cH:54][cH:55][c:56]2[P:57]([c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[cH:76][cH:77]1>>[CH3:1][C:2]([CH3:3])([c:4]1[s:5][cH:6][cH:7][n:8]1)[NH:9][C:10](=[O:11])[c:12]1[n:13][c:14]([O:19][CH2:20][C:21]([F:22])([F:23])[F:24])[c:15]([N:29]2[CH2:28][C:27]([F:26])([F:31])[CH2:30]2)[cH:16][cH:17]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 313Hydrochloric AcidHCID 1140TolueneHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 634876Binap, (A+-)-HCID 27582483,3-DifluoroazetidineHCID 711131325-Bromo-6-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (1-methyl-1-thiazol-2-yl-ethyl)-amide

Product 1

HCID 710935355-(3,3-Difluoro-azetidin-1-yl)-6-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (1-methyl-1-thiazol-2-yl-ethyl)-amide

Sources & evidence

ORD record
ord-d271ed41ed8e4bbcbbabd796cc5531ae
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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