Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605403Generated: October 29, 2026

Diisopropylethylamine → HCID 67040540, compound

https://huagongshe.com/reaction/605403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant3-(7-Isopropylpyrido[2,3-d]pyrimidin-4-ylamino)-4-(4-(methoxycarbonylamino)phenylthio)benzoic acidHCID 67040871—
Reactant2-Amino-2-methylpropyl di-tert-butyl phosphateHCID 86615566—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 67040540HCID 6704054079.4%

Reaction Steps

To a suspension of the product from Example 441D (200 mg, 0.41 mmol) and O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium tetrafluoroborate [TBTU] (187 mg, 0.57 mmol) in DMSO (2 mL) was added the product of Example 438C (178 mg, 0.57 mmol) then N,N-diisopropylethylamine (0.220 mL, 1.10 mmol) dropwise at room temperature under N2. After 2 hours the reaction was quenche with water (20 mL) and extracted with ethyl acetate (75 mL). The organic layer was washed sequentially with water (3×) and saturated aqueous NaHCO3, dried over MgSO4, and concentrated. The residue was purified by silica gel column chromatography eluting with ethyl acetate to give the title compound as a pale yellow amorphous solid (245 mg., 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910595B2
Source datasetuspto-grants-2011_03
ORD IDord-fdb124647d4845d39692774b24fd1d82
Source noteuspto-grants-2011_03