Acetonitrile → Trifluoroacetic acid

HRID 284552Notes

Reaction equation

HRID 284552 reaction equation
[CH3:62][C:63]#[N:64].[CH:35]([N:36]([CH:37]([CH3:38])[CH3:39])[CH2:40][CH3:41])([CH3:42])[CH3:43].[Cl:44][CH2:45][C:46](=[O:47])[c:48]1[s:49][c:50]([CH2:53][CH3:54])[cH:51][cH:52]1.[F:1][C:2]([C:3](=[O:4])[OH:5])([F:6])[F:7].[F:8][c:9]1[c:10]([N:19]2[CH2:20][CH2:21][c:22]3[c:23]2[n:24][cH:25][n:26][c:27]3[O:28][CH:29]2[CH2:30][CH2:31][NH:32][CH2:33][CH2:34]2)[cH:11][cH:12][c:13]([S:15](=[O:16])(=[O:17])[CH3:18])[cH:14]1.[O-:55][C:56]([C:57]([F:58])([F:59])[F:60])=[O:61]>>[F:1][C:2]([C:3](=[O:4])[OH:5])([F:6])[F:7].[F:8][c:9]1[c:10]([N:19]2[CH2:20][CH2:21][c:22]3[c:23]2[n:24][cH:25][n:26][c:27]3[O:28][CH:29]2[CH2:30][CH2:31][N:32]([CH2:45][C:46](=[O:47])[c:48]3[s:49][c:50]([CH2:53][CH3:54])[cH:51][cH:52]3)[CH2:33][CH2:34]2)[cH:11][cH:12][c:13]([S:15](=[O:16])(=[O:17])[CH3:18])[cH:14]1

Participants

8

Reactant 6

HCID 6342AcetonitrileHCID 6422Trifluoroacetic acidHCID 81531DiisopropylethylamineHCID 84468TrifluoroacetateHCID 49622872-Chloro-1-(5-ethylthien-2-yl)ethanoneHCID 690641277-(2-Fluoro-4-methylsulfonylphenyl)-4-piperidin-4-yloxy-5,6-dihydropyrrolo[2,3-d]pyrimidine

Product 2

HCID 6422Trifluoroacetic acidHCID 249000011-(5-Ethylthiophen-2-yl)-2-[4-[[7-(2-fluoro-4-methylsulfonylphenyl)-5,6-dihydropyrrolo[2,3-d]pyrimidin-4-yl]oxy]piperidin-1-yl]ethanone

Sources & evidence

ORD record
ord-6d36bd45696043fd9eaecc1ecdc79b41
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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