3-Pyridinecarboxaldehyde → HCID 11544993, compound

HRID 1432174Notes

Reaction equation

HRID 1432174 reaction equation
[Cl:1][C:2]1[S:17][C:5]2[N:6]=[CH:7][N:8]=[C:9]([NH:10][CH:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[C:4]=2[CH:3]=1.[N:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH:24]=O)[CH:19]=1>>[Cl:1][C:2]1[S:17][C:5]2[N:6]=[CH:7][N:8]=[C:9]([NH:10][CH:11]3[CH2:12][CH2:13][N:14]([CH2:24][C:20]4[CH:19]=[N:18][CH:23]=[CH:22][CH:21]=4)[CH2:15][CH2:16]3)[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 103713-PyridinecarboxaldehydeHCID 579331476-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine

Product 1

HCID 11544993HCID 11544993, compound

Procedure

The title compound was prepared (338 mg, 94%) from 6-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine (341 mg, 1.0 mmol) and 3-pyridinecarboxaldehyde (107 mg, 1.0 mmol) by following the general procedure described for Preparation 11. 1H NMR (400 MHz, CDCl3): 8.57 (d, 1H), 8.52 (dd, 1H), 8.43 (s, 1H), 7.68-7.65 (m, 1H), 7.29 (d, 1H), 7.02 (s, 1H), 5.14 (d, 1H), 4.21-4.17 (m, 1H), 3.54 (s, 2H), 2.88 (d, 2H), 2.43 (t, 2H), 2.10-2.07 (m, 2H), 1.62-1.52 (m, 2H); MS (ESI) m/z: Calculated: 359.88; Observed: 360.2 (M++1).

Workup

  1. customdescribed for Preparation 11

Sources & evidence

ORD record
ord-53cdeb41be6b4d24aecb2208589d0328
Source dataset
uspto-grants-2009_11
Patent number
US07612078B2

Reaction notes

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