Chloride → 4-[6-Chloro-5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

HRID 665049Notes

Reaction equation

HRID 665049 reaction equation
[B-:40]([F:41])([F:42])([F:43])[F:44].[C:27]([CH3:28])([CH3:29])([CH3:30])[O:31][C:32](=[O:33])[N:34]1[CH2:35][CH2:36][NH:37][CH2:38][CH2:39]1.[CH3:71][N:72]([CH3:73])[CH:74]=[O:75].[CH:62]([N:63]([CH2:64][CH3:65])[CH:66]([CH3:67])[CH3:68])([CH3:69])[CH3:70].[Cl-:26].[Cl:2][c:3]1[c:4]([O:15][CH:16]2[CH2:17][CH2:18][N:19]([CH:22]([CH3:23])[CH3:24])[CH2:20][CH2:21]2)[cH:5][c:6]2[cH:7][c:8]([C:12](=[O:13])[OH:14])[nH:9][c:10]2[cH:11]1.[ClH:1].[Li+:25].[n:45]1([O:46][C:47]([N:48]([CH3:49])[CH3:50])=[N+:51]([CH3:52])[CH3:53])[c:54]2[cH:55][cH:56][cH:57][cH:58][c:59]2[n:60][n:61]1>>[Cl:2][c:3]1[c:4]([O:15][CH:16]2[CH2:17][CH2:18][N:19]([CH:22]([CH3:23])[CH3:24])[CH2:20][CH2:21]2)[cH:5][c:6]2[cH:7][c:8]([C:12](=[O:14])[N:37]3[CH2:36][CH2:35][N:34]([C:32]([O:31][C:27]([CH3:28])([CH3:29])[CH3:30])=[O:33])[CH2:39][CH2:38]3)[nH:9][c:10]2[cH:11]1

Participants

10

Reactant 9

HCID 312ChlorideHCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 26255TetrafluoroborateHCID 28486Lithium ionHCID 81531DiisopropylethylamineHCID 130500O-benzotriazol-1-yl-tetramethyluroniumHCID 143452tert-Butyl piperazine-1-carboxylateHCID 670179066-chloro-5-(1-propan-2-ylpiperidin-4-yl)oxy-1H-indole-2-carboxylic acid

Product 1

HCID 685649604-[6-Chloro-5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-77cd2089f9a14b299d119d23dc9e6ee5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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