Diisopropylethylamine → 4-[(S)-(tetrahydrofuran-2-yl)-methyl]amino-6-iodo-5-phenyl-furo[2,3-d]pyrimidine

HRID 502664Notes

Reaction equation

HRID 502664 reaction equation
Cl[C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:9]([I:17])[O:8][C:4]=2[N:5]=[CH:6][N:7]=1.[O:18]1[CH2:22][CH2:21][CH2:20][C@H:19]1NC.C[CH2:26][N:27](C(C)C)C(C)C>CN(C=O)C.O>[O:18]1[CH2:22][CH2:21][CH2:20][C@H:19]1[CH2:26][NH:27][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:9]([I:17])[O:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 586032664-Chloro-6-iodo-5-phenyl-furo[2,3-d]pyrimidineHCID 66683780(S)-(tetrahydrofuran-2-yl)-methylamine

Product 1

HCID 115969534-[(S)-(tetrahydrofuran-2-yl)-methyl]amino-6-iodo-5-phenyl-furo[2,3-d]pyrimidine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 164 (550 mg, 1.54 mmol), (S)-tetrahydrofuran-2-yl-methylamine (190 μL, 1.85 mmol), and DIEA (401 μL, 2.3 mmol) in DMF (4 mL) was heated to 100° C. for 1 h. The reaction mixture was diluted with water, the precipitated solid was filtered and dried.

Workup

  1. filtrationthe precipitated solid was filtered
  2. customdried

Sources & evidence

ORD record
ord-0ecbbc64efff452cb4b51cd282f21381
Source dataset
uspto-grants-2010_08
Patent number
US07776867B2

Reaction notes

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