Water → 2-(1-tert-butoxycarbonyl-1H-thieno[3,2-c]pyrazol-3-yl)-5-(tert-butyl-dimethyl-silanoxy)-indole-1-carboxylic acid tert-butyl ester

HRID 959298Notes

Reaction equation

HRID 959298 reaction equation
[C:17]([CH3:18])([CH3:19])([CH3:20])[Si:21]([O:22][c:23]1[cH:24][c:25]2[cH:26][c:27]([B:39]([OH:40])[OH:41])[n:28]([C:32](=[O:33])[O:34][C:35]([CH3:36])([CH3:37])[CH3:38])[c:29]2[cH:30][cH:31]1)([CH3:42])[CH3:43].[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[n:9][c:10]([I:16])[c:11]2[c:12]1[cH:13][cH:14][s:15]2.[C:44](=[O:45])([O-:46])[O-:47].[CH2:50]1[O:51][CH2:52][CH2:53][O:54][CH2:55]1.[CH3:57][CH2:58][O:59][C:60](=[O:61])[CH3:62].[Cs+:48].[Cs+:49].[OH2:56]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[n:9][c:10](-[c:27]2[cH:26][c:25]3[cH:24][c:23]([O:22][Si:21]([C:17]([CH3:18])([CH3:19])[CH3:20])([CH3:42])[CH3:43])[cH:31][cH:30][c:29]3[n:28]2[C:32](=[O:33])[O:34][C:35]([CH3:36])([CH3:37])[CH3:38])[c:11]2[c:12]1[cH:13][cH:14][s:15]2

Participants

8

Reactant 7

HCID 962WaterHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 312751,4-DioxaneHCID 104967Cesium cation2×HCID 22285134[1-(tert-Butoxycarbonyl)-5-{[tert-butyl(dimethyl)silyl]oxy}-1H-indol-2-yl]boronic acidHCID 576372991,1-Dimethylethyl 3-iodo-1H-thieno[3,2-c]pyrazole-1-carboxylate

Product 1

HCID 113076212-(1-tert-butoxycarbonyl-1H-thieno[3,2-c]pyrazol-3-yl)-5-(tert-butyl-dimethyl-silanoxy)-indole-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-0da18276acaa40a59046efca3822a906
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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