N-methyl-2-pyrrolidone → tert-butyl N-[1-(3-amino-5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamate

HRID 182877Notes

Reaction equation

HRID 182877 reaction equation
[CH2:27]([N:28]([CH:29]([CH3:30])[CH3:31])[CH:32]([CH3:33])[CH3:34])[CH3:35].[CH3:36][N:37]1[CH2:38][CH2:39][CH2:40][C:41]1=[O:42].[Cl:15][c:16]1[c:17]([F:26])[c:18]2[c:19]([n:20][cH:21]1)[nH:22][cH:23][c:24]2[NH2:25].[NH:1]1[CH2:2][CH:3]([NH:7][C:8]([O:9][C:10]([CH3:11])([CH3:12])[CH3:13])=[O:14])[CH2:4][CH2:5][CH2:6]1>>[N:1]1([c:17]2[c:16]([Cl:15])[cH:21][n:20][c:19]3[c:18]2[c:24]([NH2:25])[cH:23][nH:22]3)[CH2:2][CH:3]([NH:7][C:8]([O:9][C:10]([CH3:11])([CH3:12])[CH3:13])=[O:14])[CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 4

HCID 13387N-methyl-2-pyrrolidoneHCID 81531DiisopropylethylamineHCID 42330413-(Boc-amino)piperidineHCID 581955655-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine

Product 1

HCID 60205565tert-butyl N-[1-(3-amino-5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamate

Sources & evidence

ORD record
ord-72096c49ae7e47afa726fdcdb5fb85d7
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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