(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 1435233Notes

Reaction equation

HRID 1435233 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-9f67994a904e4879938b58024dd6278e
Source dataset
uspto-grants-2009_11
Patent number
US07615634B2

Reaction notes

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