Water → 3-[6-(4-Chloro-benzylamino)-pyridazin-3-ylmethyl]-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester

HRID 1116007Notes

Reaction equation

HRID 1116007 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([NH:8][CH2:9][c:10]2[cH:11][cH:12][c:13]([Cl:16])[cH:14][cH:15]2)[n:6][n:7]1.[C:32]([Li:33])([CH3:34])([CH3:35])[CH3:36].[C:37]([CH3:38])([CH3:39])([CH3:40])[O:41][C:42](=[O:43])[n:44]1[cH:45][c:46]([CH2:53][Cl:54])[c:47]2[c:48]1[n:49][cH:50][cH:51][cH:52]2.[CH2:17]([Li:18])[CH2:19][CH2:20][CH3:21].[CH3:60][CH2:61][CH2:62][CH2:63][CH2:64][CH3:65].[Cl:22][Si:23]([CH3:24])([CH3:25])[CH2:26][CH2:27][Si:28]([Cl:29])([CH3:30])[CH3:31].[O:55]1[CH2:56][CH2:57][CH2:58][CH2:59]1.[OH2:66]>>[c:2]1([CH2:53][c:46]2[cH:45][n:44]([C:42]([O:41][C:37]([CH3:38])([CH3:39])[CH3:40])=[O:43])[c:48]3[c:47]2[cH:52][cH:51][cH:50][n:49]3)[cH:3][cH:4][c:5]([NH:8][CH2:9][c:10]2[cH:11][cH:12][c:13]([Cl:16])[cH:14][cH:15]2)[n:6][n:7]1

Participants

9

Reactant 8

HCID 962WaterHCID 8028TetrahydrofuranHCID 8058HexaneHCID 835521,2-Bis(chlorodimethylsilyl)ethaneHCID 21463021tert-Butyl 3-(chloromethyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylateHCID 57619288(6-Bromo-pyridazin-3-yl)-(4-chloro-benzyl)-amineHCID 178418306HCID 178418306, compoundHCID 178418339Butyllithium

Product 1

HCID 576192483-[6-(4-Chloro-benzylamino)-pyridazin-3-ylmethyl]-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-0b804590b78f40b7bb492512810a77ed
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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