Acetonitrile → HCID 53746288, compound

HRID 651062Notes

Reaction equation

[CH2:1]([C@H:3]([NH:10][C:11]([C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=[C:15]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:14]=1[NH2:29])=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:2].C1COCC1.CC#N.[C:38]1([N:44]=[C:45]=[O:46])[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>C(Cl)Cl>[CH2:1]([C@H:3]([NH:10][C:11]([C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=[C:15]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:14]=1[NH:29][C:45]([NH:44][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:46])=[O:12])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH3:2]

Participants

Conditions

Temperature: 40 °C

Procedure

1.5 g (3.9 mmol) of (S)-N-(α-ethylbenzyl)-3-amino-2-phenylquinoline-4-carboxamide (compound of Description 2) were dissolved in 30 ml of dry CH2Cl2, 10 ml of dry THF and 10 ml of dry CH3CN. 0.47 ml (4.3 mmol) of phenylisocyanate dissolved in 10 ml of CH2Cl2 were added and the reaction mixture heated to 40° C. for 4 hours. After cooling of the reaction mixture, the precipitate was collected by filtration and washed with CH2Cl2 to yield 0.9 g of the title compound.

Workup

additionwere added
temperatureAfter cooling of the reaction mixture
filtrationthe precipitate was collected by filtration
washwashed with CH2Cl2

Sources & evidence

ORD record: ord-939f6365ab1a45bf9bb72a6f98debf20
Source dataset: uspto-grants-2001_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06277862B1

Reaction notes

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