Hydrochloric Acid → HCID 67513141, compound

HRID 2278449Notes

Reaction equation

HRID 2278449 reaction equation
[CH3:1][C:2]1[O:3][CH:4]=[CH:5][C:6]=1[C:7]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:11][N:10]=[C:9]([N:19]2[CH2:24][CH2:23][CH2:22][CH:21]([CH3:25])[CH2:20]2)[N:8]=1.[ClH:26]>ClCCl>[ClH:26].[CH3:1][C:2]1[O:3][CH:4]=[CH:5][C:6]=1[C:7]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:11][N:10]=[C:9]([N:19]2[CH2:24][CH2:23][CH2:22][CH:21]([CH3:25])[CH2:20]2)[N:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 56971343HCID 56971343, compound

Product 1

HCID 67513141HCID 67513141, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(2-methyl-3-furanyl)-2-(3-methyl-1-piperidinyl)-5-(2-pyridinyl)pyrimidine (200 mg, 0.6 mmol) in dichloromethane (2 ml) was treated with hydrogen chloride (1M in diethyl ether, 0.8 ml). The solvent was evaporated and the residue co-evaporated with dichloromethane (×2). The resulting solid was dried to give the title compound as a pale yellow solid (160 mg, 43%). LC/MS [M+H]+=335. 1H NMR (400 MHz, d6-DMSO): δ 8.77 (1H, d), 8.56 (1H, s), 8.25-8.21 (1H, m), 7.74-7.65 (2H, m), 7.45 (1H, d), 7.78 (1H, d), 4.66-4.60 (2H, m), 3.12-2.98 (1H, m), 2.75-2.66 (1H, m), 2.40 (3H, s), 1.90-1.20 (5H, m), 0.93 (3H, d).

Workup

  1. customThe solvent was evaporated
  2. customThe resulting solid was dried

Sources & evidence

ORD record
ord-cd69129d6969478089adb636c7bf2085
Source dataset
uspto-grants-2015_09
Patent number
US09133178B2

Reaction notes

Loading…