Tetrahydrofuran → HCID 86646774, compound

HRID 913285Notes

Reaction equation

HRID 913285 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([Cl:14])[N:9]=2)[N:5]=[CH:4][N:3]=1.[NH2:15][CH:16]1[CH2:20][O:19][CH2:18][CH2:17]1.O1CCC[CH2:22]1>>[Cl:14][C:10]1[N:9]=[C:8]([C:6]2[N:5]=[CH:4][N:3]=[C:2]([NH:15][CH:16]3[CH2:17][CH2:18][O:19][CH2:22][CH2:20]3)[N:7]=2)[CH:13]=[CH:12][N:11]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 3365553Oxolan-3-amineHCID 86646773HCID 86646773, compound2×

Product 1

HCID 86646774HCID 86646774, compound

Procedure

To an ice-cooled solution of 2-chloro-4-(2-chloro-4-pyrimidinyl)-1,3,5-triazine (i.e., the product of Example 1, Step B) (290 mg, 1.27 mmol) in tetrahydrofuran (20 mL) was added 4-aminotetrahydrofuran (284 mg, 2.8 mmol). The resulting mixture was stirred at room temperature overnight and then concentrated and purified using column chromatography on silica gel eluted with 60% ethyl acetate in hexanes to give 300 mg of the title compound as a white solid.

Workup

  1. concentrationconcentrated
  2. custompurified
  3. washeluted with 60% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-3388525e95d74d498a0a57ea70952d32
Source dataset
uspto-grants-2011_09
Patent number
US08026359B2

Reaction notes

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