tert-Butyl 4-sulfamoylpiperazine-1-carboxylate → tert-butyl 4-{[(2-[(2,3-difluorobenzyl)thio]-6-{(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethoxy}pyrimidin-4-yl)amino]sulfonyl}piperazine-1-carboxylate

HRID 1024913Notes

Reaction equation

HRID 1024913 reaction equation
[S:1]([N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1)(=[O:4])(=[O:3])[NH2:2].Cl[C:19]1[CH:24]=[C:23]([O:25][C@@H:26]([C@@H:28]2[CH2:32][O:31][C:30]([CH3:34])([CH3:33])[O:29]2)[CH3:27])[N:22]=[C:21]([S:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([F:43])[C:38]=2[F:44])[N:20]=1>>[F:44][C:38]1[C:39]([F:43])=[CH:40][CH:41]=[CH:42][C:37]=1[CH2:36][S:35][C:21]1[N:20]=[C:19]([NH:2][S:1]([N:5]2[CH2:6][CH2:7][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:9][CH2:10]2)(=[O:3])=[O:4])[CH:24]=[C:23]([O:25][C@@H:26]([C@@H:28]2[CH2:32][O:31][C:30]([CH3:33])([CH3:34])[O:29]2)[CH3:27])[N:22]=1

Participants

3

Reactant 2

HCID 53628347tert-Butyl 4-sulfamoylpiperazine-1-carboxylateHCID 86619881HCID 86619881, compound

Product 1

HCID 53628363tert-butyl 4-{[(2-[(2,3-difluorobenzyl)thio]-6-{(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethoxy}pyrimidin-4-yl)amino]sulfonyl}piperazine-1-carboxylate

Procedure

The subtitle compound was prepared from 1,1-dimethylethyl 4-sulfamoylpiperazine-1-carboxylate (the product of example 15, step i), 0.26 g) and 4-chloro-2-[(2,3-difluorobenzyl)thio]-6-{(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethoxy}pyrimidine (the product of Example 47, step i) (0.21 g) according to the procedure outlined in Example 1, step iv). Yield: 0.28 g

Sources & evidence

ORD record
ord-791c700b34364b69959e5bb3a35d0784
Source dataset
uspto-grants-2014_05
Patent number
US08722883B2

Reaction notes

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