Citric Acid → Methyl 5-[tert-butyl(dimethyl)silyl]oxy-2-[1-(3-chloro-2-pyridinyl)pyrazolo[5,4-d]pyrimidin-4-yl]oxypentanoate

HRID 187609Notes

Reaction equation

HRID 187609 reaction equation
[C:3]([CH3:4])([CH3:5])([CH3:6])[Si:7]([O:8][CH2:9][CH2:10][CH2:11][CH:12]([C:13](=[O:14])[O:15][CH3:16])[OH:17])([CH3:18])[CH3:19].[Cl:20][c:21]1[c:22]2[c:23]([n:24][cH:25][n:26]1)[n:27](-[c:30]1[n:31][cH:32][cH:33][cH:34][c:35]1[Cl:36])[n:28][cH:29]2.[H-:1].[Na+:2].[O:50]1[CH2:51][CH2:52][CH2:53][CH2:54]1.[OH:37][C:38]([CH2:39][C:40]([C:41](=[O:42])[OH:43])([CH2:44][C:45](=[O:46])[OH:47])[OH:48])=[O:49]>>[C:3]([CH3:4])([CH3:5])([CH3:6])[Si:7]([O:8][CH2:9][CH2:10][CH2:11][CH:12]([C:13](=[O:14])[O:15][CH3:16])[O:17][c:21]1[c:22]2[c:23]([n:24][cH:25][n:26]1)[n:27](-[c:30]1[n:31][cH:32][cH:33][cH:34][c:35]1[Cl:36])[n:28][cH:29]2)([CH3:18])[CH3:19]

Participants

7

Reactant 6

HCID 311Citric AcidHCID 923Sodium ionHCID 8028TetrahydrofuranHCID 166653HydrideHCID 14321488Methyl 5-[tert-butyl(dimethyl)silyl]oxy-2-hydroxypentanoateHCID 575044824-Chloro-1-(3-chloropyridin-2-YL)-1H-pyrazolo[3,4-D]pyrimidine

Product 1

HCID 57504617Methyl 5-[tert-butyl(dimethyl)silyl]oxy-2-[1-(3-chloro-2-pyridinyl)pyrazolo[5,4-d]pyrimidin-4-yl]oxypentanoate

Sources & evidence

ORD record
ord-de9db21a60db460284c21475df140e15
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

Loading…