Triphenylphosphine → HCID 86638088, compound

HRID 537901Notes

Reaction equation

Cl.[Cl:2][CH2:3][C:4]1[N:5]=[C:6]2[N:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH3:13])[N:7]2[CH:14]=1.N12CCCN=C1CCCCC2.[C:26]1([P:32]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>ClCCCl>[Cl-:2].[CH3:13][C:8]1[N:7]2[CH:14]=[C:4]([CH2:3][P+:32]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)[N:5]=[C:6]2[N:11]=[C:10]([CH3:12])[CH:9]=1

Participants

Conditions

Temperature: 140 °C

Procedure

A microwave vial was charged with 2-chloromethyl-5,7-dimethyl-imidazo[1,2-a]pyrimidine hydrochloride (500 mg, 2.15 mmol), and 1,2-dichloroethane (16 mL) and argon was bubbled through the mixture. To this mixture was added 1,8-diazabicyclo[5.4.0]undec-7-ene (0.350 mL, 2.34 mmol) and triphenylphosphine (848 mg, 3.23 mmol). The vial was sealed with a crimp-on cap and the mixture was heated at 140° C. for 1 hour using a microwave synthesizer. Evaporation of volatiles afforded crude (5,7-dimethyl-imidazo[1,2-a]pyrimidin-2-ylmethyl)-triphenyl-phosphonium chloride as a dark grey solid (1.976 g) which was used without purification.

Workup

customwas bubbled through the mixture
customThe vial was sealed with
customa crimp-on cap
customEvaporation of volatiles

Sources & evidence

ORD record: ord-200b82ebfe184c9c808cd9d46c29573d
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08865711B2

Reaction notes

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