Cyclopropanesulfonyl chloride → HCID 67346186, compound

HRID 1259367Notes

Reaction equation

HRID 1259367 reaction equation
[NH2:1][C:2]1[C:7]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([I:15])=[CH:11][C:10]=2[F:16])=[C:6]([CH3:17])[C:5](=[O:18])[N:4]2[CH2:19][CH2:20][N:21]([CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:3]=12.[CH:29]1([S:32](Cl)(=[O:34])=[O:33])[CH2:31][CH2:30]1>N1C=CC=CC=1>[CH2:22]([N:21]1[C:3]2=[C:2]([NH:1][S:32]([CH:29]3[CH2:31][CH2:30]3)(=[O:34])=[O:33])[C:7]([NH:8][C:9]3[CH:14]=[CH:13][C:12]([I:15])=[CH:11][C:10]=3[F:16])=[C:6]([CH3:17])[C:5](=[O:18])[N:4]2[CH2:19][CH2:20]1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 2760919Cyclopropanesulfonyl chlorideHCID 67193085HCID 67193085, compound

Product 1

HCID 67346186HCID 67346186, compoundYield 13.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following the procedure set forth for the preparation of Example 1A, 8-amino-1-benzyl-7-(2-fluoro-4-iodo-phenylamino)-6-methyl-2,3-dihydro-1H-imidazo[1,2-a]pyridin-5-one (250 mg, 0.001 mol) in pyridine (4 mL) was reacted with cyclopropanesulfonyl chloride (144 mg, 0.001 mol) to afford the crude product. Purification by column chromatography on silica gel (80% ethylacetate in hexane) afforded 40 mg of the product (13.2% yield).

Workup

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (80% ethylacetate in hexane)

Sources & evidence

ORD record
ord-9d519e228327479185f2b2d231e1f19b
Source dataset
uspto-grants-2013_06
Patent number
US08466289B2

Reaction notes

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