Isovaleryl chloride → HCID 16731116, compound

HRID 421701Notes

Reaction equation

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

Participants

Reactant 2

HCID 66054Isovaleryl chloride

HCID 16731193HCID 16731193, compound

Product 1

HCID 16731116HCID 16731116, compound

Procedure

N-(4-chloro-3-(4-fluorobenzamido)phenyl)-6-(piperazin-1-yl)nicotinamide (0.182 mmol) was used in general procedure 1 with isovaleryl chloride (0.20 mmol). The product was purified by RP-HPLC to give 6-(4-(3-methylbutanoyl)piperazin-1-yl)-N-(3-(4-fluorobenzamido)-4-chlorophenyl)-pyridine-3-carboxamide. MS (Q1) 538.5 (M)+

Workup

customThe product was purified by RP-HPLC

Sources & evidence

ORD record: ord-552c1aa9ac0b4de9a478783f1049b485
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101610B2

Reaction notes

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