Thionyl Chloride → HCID 68413953, compound

HRID 2387900Notes

Reaction equation

HRID 2387900 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:5]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20]O)=[CH:16][C:15]=2[O:22][CH3:23])=[C:4]([CH3:24])[N:3]=1.O=S(Cl)[Cl:27].C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH2:9]([NH:8][C:6]1[C:5]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][Cl:27])=[CH:16][C:15]=2[O:22][CH3:23])=[C:4]([CH3:24])[N:3]=[C:2]([NH2:1])[N:7]=1)[CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 68415232(4-((2-Amino-4-(butylamino)-6-methylpyrimidin-5-yl)methyl)-3-methoxyphenyl)methanol

Product 1

HCID 68413953HCID 68413953, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from step (iii) (2.2 g) in DCM (100 mL) was cooled to 0° C. and SOCl2 (0.486 ml) was added dropwise. The reaction was allowed to warm up to rt over 1 hr, and poured cautiously into sat. NaHCO3 and the aqueous phase was separated. The organic phase was dried, filtered and the solvent evaporated under reduced pressure to give the subtitle compound as a yellow solid, 2.260 g.

Workup

  1. customthe aqueous phase was separated
  2. customThe organic phase was dried
  3. filtrationfiltered
  4. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-d5156d87a0804510a34c24f2c3b9c9a0
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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