1-Butanesulfonyl chloride → (S)-N-(1-(butylsulfonyl)pyrrolidin-3-yl)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-amine

HRID 74890

Reaction equation

HRID 74890 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:16]=[C:15]([NH:17][C@H:18]4[CH2:22][CH2:21][N:20]([S:23]([CH3:26])(=[O:25])=[O:24])[CH2:19]4)[C:14]([F:27])=[CH:13][N:12]=3)=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[CH2:28](S(Cl)(=O)=O)[CH2:29][CH2:30]C>>[CH2:26]([S:23]([N:20]1[CH2:21][CH2:22][C@H:18]([NH:17][C:15]2[C:14]([F:27])=[CH:13][N:12]=[C:11]([C:10]3[C:4]4[C:5](=[N:6][CH:7]=[C:2]([Cl:1])[CH:3]=4)[NH:8][CH:9]=3)[N:16]=2)[CH2:19]1)(=[O:24])=[O:25])[CH2:28][CH2:29][CH3:30]

Participants

3

Reactant 2

HCID 754301-Butanesulfonyl chlorideHCID 68008525(S)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(1-(methylsulfonyl)pyrrolidin-3-yl)pyrimidin-4-amine

Product 1

HCID 68007423(S)-N-(1-(butylsulfonyl)pyrrolidin-3-yl)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-amineYield 45%

Procedure

According to the procedure for compound 398 using 1-butanesulfonyl chloride (90 mg, 0.57 mmol) afforded 21 mg (45% yield) of 402, as a solid.

Sources & evidence

ORD record
ord-eea21d0774fc4b2eafd471184d12daac
Source dataset
uspto-grants-2014_09
Patent number
US08829007B2

Linked notes

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