3,4-Difluorophenyl isocyanate → N-(3,4-difluorophenyl)-N'-(4-{[3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidin-5-yl]amino}phenyl)urea

HRID 1045500Notes

Reaction equation

[NH2:1][C:2](=[CH2:29])/[CH:3]=[CH:4]/[C:5](/[NH:8][C:9]1[C:18]2[CH2:17][N:16]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)[C:15](=[O:28])[NH:14][C:13]=2[N:12]=[CH:11][CH:10]=1)=[CH:6]/C.[F:30][C:31]1[CH:36]=[CH:35][C:34]([N:37]=[C:38]=[O:39])=[CH:33][C:32]=1[F:40]>>[F:40][C:32]1[CH:33]=[C:34]([NH:37][C:38]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([NH:8][C:9]3[C:18]4[CH2:17][N:16]([CH2:19][C:20]5[CH:21]=[CH:22][C:23]([O:26][CH3:27])=[CH:24][CH:25]=5)[C:15](=[O:28])[NH:14][C:13]=4[N:12]=[CH:11][CH:10]=3)=[CH:6][CH:29]=2)=[O:39])[CH:35]=[CH:36][C:31]=1[F:30]

Participants

Reactant 2

HCID 27347083,4-Difluorophenyl isocyanate

HCID 1317309205-[(Z)-4-amino-1-eth-(E)-ylidene-penta-2,4-dienylamino]-3-(4-methoxy-benzyl)-3,4-dihydro-1 H-pyrido[2,3-d]pyrimidin-2-one

Product 1

HCID 70498846N-(3,4-difluorophenyl)-N'-(4-{[3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidin-5-yl]amino}phenyl)urea

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 63 using 5-[(Z)-4-amino-1-eth-(E)-ylidene-penta-2,4-dienylamino]-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[2,3-d]pyrimidin-2-one and 1,2-difluoro-4-isocyanato-benzene. LC-MS (M+H=531, obsd.=531).

Sources & evidence

ORD record: ord-4fcdabd3f3ea44e49aa7dc674794d022
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569295B2

Reaction notes

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