Pyrimidine-5-carboxaldehyde → HCID 11689060, compound

HRID 1432176Notes

Reaction equation

HRID 1432176 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]=[C:22]([CH:24]=O)[CH:21]=[N:20][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:22]4[CH:23]=[N:18][CH:19]=[N:20][CH:21]=4)[CH2:15][CH2:16]3)[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 2761034Pyrimidine-5-carboxaldehydeHCID 579331476-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine

Product 1

HCID 11689060HCID 11689060, compound

Procedure

The title compound was prepared (119 mg, 45%) from 6-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine (200 mg, 0.74 mmol) and pyrimidine-5-carbaldehyde (80 mg, 0.74 mmol) by following the general procedure described for Preparation 11. 1H NMR (400 MHz, CDCl3): δ 9.05 (s, 1H), 8.65 (s, 2H), 8.35 (s, 1H), 7.00 (s, 1H), 5.50 (bs, 1H), 4.10 (m, 1H), 3.45 (s, 2H), 2.80 (m, 2H), 2.20 (m, 2H), 2.00 (m, 2H), 1.50 (m, 2H). MS (ESI) m/z: Calculated: 360.09; Observed: 361.1 (M++1).

Workup

  1. customdescribed for Preparation 11

Sources & evidence

ORD record
ord-ac2bf680e6ab40c7826a27656ab69497
Source dataset
uspto-grants-2009_11
Patent number
US07612078B2

Reaction notes

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