Ethanol → 1-(6-(1-methyl-1H-pyrazol-4-yl)benzo[d]thiazol-2-yl)azetidin-3-ol

HRID 1560909Notes

Reaction equation

HRID 1560909 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:5]([n:6][c:7]([N:9]3[CH2:10][CH:11]([OH:13])[CH2:12]3)[s:8]2)[cH:14][cH:15]1.[C:40](=[O:41])([O-:42])[O-:43].[CH2:31]([OH:32])[CH3:33].[CH3:16][n:17]1[n:18][cH:19][c:20]([B:22]2[O:23][C:24]([CH3:25])([CH3:26])[C:27]([CH3:28])([CH3:29])[O:30]2)[cH:21]1.[Cl:46][CH2:47][Cl:48].[Na+:44].[Na+:45].[O:34]1[CH2:35][CH2:36][O:37][CH2:38][CH2:39]1.[Pd:49]([Cl:50])[Cl:51].[c:52]1([P:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67][cH:68][cH:69][cH:70]1.[c:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]1>>[c:2]1(-[c:20]2[cH:19][n:18][n:17]([CH3:16])[cH:21]2)[cH:3][c:4]2[c:5]([n:6][c:7]([N:9]3[CH2:10][CH:11]([OH:13])[CH2:12]3)[s:8]2)[cH:14][cH:15]1

Participants

10

Reactant 9

HCID 702EthanolHCID 923Sodium ion2×HCID 6344DichloromethaneHCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 312751,4-DioxaneHCID 27739871-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 669060671-(6-Bromobenzo[d]thiazol-2-yl)azetidin-3-ol

Product 1

HCID 669055801-(6-(1-methyl-1H-pyrazol-4-yl)benzo[d]thiazol-2-yl)azetidin-3-ol

Sources & evidence

ORD record
ord-a029e9712f0c495caab3b83eb6323d14
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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