Ethanol → 3-fluoro-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]cyclobutylacetonitrile

Reaction equation

[CH3:23][O:24][CH2:25][CH2:26][N:27]([CH2:28][CH2:30][O:31][CH3:32])[S:33]([F:29])([F:34])[F:35].[CH3:36][CH2:37][OH:38].[Cl:39][CH2:40][Cl:41].[OH:1][CH:2]1[CH2:3][C:4]([n:6]2[n:7][cH:8][c:9](-[c:11]3[c:12]4[c:13]([n:14][cH:15][n:16]3)[nH:17][cH:18][cH:19]4)[cH:10]2)([CH2:20][C:21]#[N:22])[CH2:5]1>>[CH:2]1([F:29])[CH2:3][C:4]([n:6]2[n:7][cH:8][c:9](-[c:11]3[c:12]4[c:13]([n:14][cH:15][n:16]3)[nH:17][cH:18][cH:19]4)[cH:10]2)([CH2:20][C:21]#[N:22])[CH2:5]1

Participants

Reactant 4

HCID 702Ethanol

HCID 6344Dichloromethane

HCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluoride

HCID 442322253-hydroxy-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]cyclobutylacetonitrile

Product 1

HCID 442322263-fluoro-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]cyclobutylacetonitrile

Sources & evidence

ORD record: ord-5aa9154410a344838ea8470144891863
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (5/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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