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Citric Acid → Methyl 3-[3-[tert-butyl(dimethyl)silyl]oxyazetidin-1-yl]-2-[1-(2,6-dichlorophenyl)pyrazolo[5,4-d]pyrimidin-4-yl]oxypropanoate

HRID 294068
Notes
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Reaction equation

HRID 294068 reaction equation
[C:3]([CH3:4])([CH3:5])([CH3:6])[Si:7]([O:8][CH:9]1[CH2:10][N:11]([CH2:13][CH:14]([C:15](=[O:16])[O:17][CH3:18])[OH:19])[CH2:12]1)([CH3:20])[CH3:21].[CH2:53]1[O:54][CH2:55][CH2:56][CH2:57]1.[CH3:59][CH2:60][O:61][C:62]([CH3:63])=[O:64].[Cl:22][c:23]1[c:24]2[c:25]([n:26][cH:27][n:28]1)[n:29](-[c:32]1[c:33]([Cl:39])[cH:34][cH:35][cH:36][c:37]1[Cl:38])[n:30][cH:31]2.[H-:1].[Na+:2].[OH2:58].[OH:40][C:41]([CH2:42][C:43]([C:44](=[O:45])[OH:46])([CH2:47][C:48](=[O:49])[OH:50])[OH:51])=[O:52]>>[C:3]([CH3:4])([CH3:5])([CH3:6])[Si:7]([O:8][CH:9]1[CH2:10][N:11]([CH2:13][CH:14]([C:15](=[O:16])[O:17][CH3:18])[O:19][c:23]2[c:24]3[c:25]([n:26][cH:27][n:28]2)[n:29](-[c:32]2[c:33]([Cl:39])[cH:34][cH:35][cH:36][c:37]2[Cl:38])[n:30][cH:31]3)[CH2:12]1)([CH3:20])[CH3:21]
ParticipantsSources & evidenceReaction notes

Participants

9

Reactant 8

HCID 311Citric AcidHCID 923Sodium IonHCID 962WaterHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 166653HydrideHCID 574386694-chloro-1-(2,6-dichlorophenyl)-1H-pyrazolo[3,4-d]pyrimidine
HCID 57504647
Methyl 3-[3-[tert-butyl(dimethyl)silyl]oxyazetidin-1-yl]-2-hydroxypropanoate

Product 1

HCID 57504718Methyl 3-[3-[tert-butyl(dimethyl)silyl]oxyazetidin-1-yl]-2-[1-(2,6-dichlorophenyl)pyrazolo[5,4-d]pyrimidin-4-yl]oxypropanoate

Sources & evidence

ORD record
ord-9fd6cbb853c94ee1976db137ee25c24a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes