(4-Amino-2-ethanesulfonyl-pyrimidin-5-yl)-(5-fluoro-2-methoxy-phenyl)-methanone → 3-[4-[4-Amino-5-(5-fluoro-2-methoxy-benzoyl)-pyrimidin-2-ylamino]-phenoxy]-piperidine-1-carboxylic acid ethyl ester

HRID 1371654Notes

Reaction equation

HRID 1371654 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([O:14][C:15]2[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=2)[CH2:9]1)=[O:7])([CH3:4])(C)C.[NH2:22][C:23]1[C:28]([C:29]([C:31]2[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:32]=2[O:38][CH3:39])=[O:30])=[CH:27][N:26]=[C:25](S(CC)(=O)=O)[N:24]=1>>[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([O:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:25]3[N:24]=[C:23]([NH2:22])[C:28]([C:29](=[O:30])[C:31]4[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:32]=4[O:38][CH3:39])=[CH:27][N:26]=3)=[CH:17][CH:16]=2)[CH2:9]1)=[O:7])[CH3:4]

Participants

3

Reactant 2

HCID 10472348(4-Amino-2-ethanesulfonyl-pyrimidin-5-yl)-(5-fluoro-2-methoxy-phenyl)-methanoneHCID 23525771tert-Butyl 3-(4-aminophenoxy)piperidine-1-carboxylate

Product 1

HCID 587775993-[4-[4-Amino-5-(5-fluoro-2-methoxy-benzoyl)-pyrimidin-2-ylamino]-phenoxy]-piperidine-1-carboxylic acid ethyl ester

Procedure

3-(4-Amino-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester ((prepared as described above in Example 139) and the compound of Example 48 were treated as in Example 113, the resulting product was then treated as in Example 114, and then as in Example 115 to give 3-[4-[4-amino-5-(5-fluoro-2-methoxy-benzoyl)-pyrimidin-2-ylamino]-phenoxy]-piperidine-1-carboxylic acid ethyl ester. MS(ES) (M+H)+=510.

Workup

  1. additionthe resulting product was then treated as in Example 114

Sources & evidence

ORD record
ord-c79b723746ed4423a277af3aed832bc4
Source dataset
uspto-grants-2007_01
Patent number
US07157455B2

Reaction notes

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