Triphenylphosphine → 8-chloro-1-cyclopropyl-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one

HRID 930803Notes

Reaction equation

HRID 930803 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]([CH:13]2[CH2:15][CH2:14]2)[CH2:9][CH2:10][CH2:11]O)[NH:5][C:4](=[O:16])[N:3]=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[Cl:1][C:2]1[CH:7]=[C:6]2[N:8]([CH:13]3[CH2:15][CH2:14]3)[CH2:9][CH2:10][CH2:11][N:5]2[C:4](=[O:16])[N:3]=1

Participants

4

Reactant 3

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 178517809HCID 178517809, compound

Product 1

HCID 903065708-chloro-1-cyclopropyl-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one

Procedure

To a solution of 4-chloro-6-(cyclopropyl(3-hydroxypropyl)amino) pyrimidin-2(1H)-one (2 g, 8.21 mmol) in tretrahydrofuran (20 mL) were added DIAD (2.394 mL, 12.31 mmol) and triphenylphosphine (3.23 g, 12.31 mmol) at r.t., stirred for 3 h, and concentrated. Purification via C-18 column, and afforded the title compound as a white solid.

Workup

  1. concentrationconcentrated
  2. customPurification via C-18 column

Sources & evidence

ORD record
ord-649d0cc2fd5c4300827b14d06ece8d9f
Source dataset
uspto-grants-2016_03
Patent number
US09296755B2

Reaction notes

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