1-BOC-3-Aminopiperidine → HCID 66958099, compound

HRID 570508Notes

Reaction equation

HRID 570508 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1[S:12][CH:13]=[CH:14][C:15]=1[NH:16][C:17]1[C:18]2[CH:25]=[CH:24][NH:23][C:19]=2[N:20]=[CH:21][N:22]=1)=[O:10])[C:2]1[CH:7]=[CH:6]C=CC=1.NC1CCC[N:29]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:28]1>>[C:36]([O:35][C:33]([N:29]1[CH2:6][CH2:7][CH2:2][CH:1]([NH:8][C:9]([C:11]2[S:12][CH:13]=[CH:14][C:15]=2[NH:16][C:17]2[C:18]3[CH:25]=[CH:24][NH:23][C:19]=3[N:20]=[CH:21][N:22]=2)=[O:10])[CH2:28]1)=[O:34])([CH3:39])([CH3:38])[CH3:37]

Participants

3

Reactant 2

HCID 5458091-BOC-3-AminopiperidineHCID 509238613-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-thiophene-2-carboxylic acid benzylamide

Product 1

HCID 66958099HCID 66958099, compoundYield 14%

Procedure

The title compound was prepared in an analogous manner as 3-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-thiophene-2-carboxylic acid benzylamide using tert-butyl 3-aminopiperidine-1-carboxylate instead of benzylamine and obtained in 14% yield. 1H NMR (DMSO-d6) 11.96 (br s, 1H), 11.39 (br s, 1H), 8.47 (d, J=5.8 Hz, 1H), 8.38 (s, 1H), 8.09-8.01 (m, 1H), 7.78 (d, J=4.8 Hz, 1H), 7.38-7.14 (m, 1H), 6.48-6.43 (m, 1H), 3.91-3.75 (m, 3H), 2.80-2.62 (m, 3H), 1.92-1.84 (m, 1H), 1.75-1.66 (m, 1H), 1.65-1.54 (m, 1H), 1.40 (s, 9H); MS (m/z) 443 [M+H]+.

Workup

  1. customobtained in 14% yield

Sources & evidence

ORD record
ord-8e26ff6c492e46c691a0826be82fd27b
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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