Acetate → Ethyl 2-(4-(2-(1-(tert-butoxycarbonyl)piperidin-4-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenylamino)nicotinate
Reaction equation
[C:13](=[O:14])([O-:15])[O-:16].[C:58]([O-:59])(=[O:60])[CH3:61].[C:63]([O-:64])(=[O:65])[CH3:66].[CH3:50][c:51]1[cH:52][cH:53][cH:54][cH:55][cH:56]1.[CH3:67][CH2:68][OH:69].[Cl:1][c:2]1[c:3]([C:4](=[O:5])[O:6][CH2:7][CH3:8])[cH:9][cH:10][cH:11][n:12]1.[Cs+:17].[Cs+:18].[NH2:19][c:20]1[cH:21][c:22]([F:49])[c:23]([O:24][c:25]2[c:26]3[c:27]([n:28][cH:29][cH:30]2)[cH:31][c:32]([CH:34]2[CH2:35][CH2:36][N:37]([C:40](=[O:41])[O:42][C:43]([CH3:44])([CH3:45])[CH3:46])[CH2:38][CH2:39]2)[s:33]3)[cH:47][cH:48]1.[OH2:57].[Pd+2:62]>>[c:2]1([NH:19][c:20]2[cH:21][c:22]([F:49])[c:23]([O:24][c:25]3[c:26]4[c:27]([n:28][cH:29][cH:30]3)[cH:31][c:32]([CH:34]3[CH2:35][CH2:36][N:37]([C:40](=[O:41])[O:42][C:43]([CH3:44])([CH3:45])[CH3:46])[CH2:38][CH2:39]3)[s:33]4)[cH:47][cH:48]2)[c:3]([C:4](=[O:5])[O:6][CH2:7][CH3:8])[cH:9][cH:10][cH:11][n:12]1Participants
10
Reactant 9
HCID 175Acetate2×
HCID 702Ethanol
HCID 962Water
HCID 1140Toluene
HCID 19660Carbonate Ion
HCID 104967Cesium cation2×
HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)
HCID 2796614Ethyl chloronicotinate
HCID 67346565Tert-butyl 4-(7-(4-amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl)piperidine-1-carboxylateProduct 1
Sources & evidence
- ORD record
- ord-40ac7864b0634eb9a7934b3d4ec8ede6
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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