Cyclobutanesulfonyl chloride → HCID 52934325, compound

HRID 1259400Notes

Reaction equation

HRID 1259400 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][O:21][C:3]=12.[CH:22]1([S:26](Cl)(=[O:28])=[O:27])[CH2:25][CH2:24][CH2:23]1>N1C=CC=CC=1>[F:16][C:10]1[CH:11]=[C:12]([I:15])[CH:13]=[CH:14][C:9]=1[NH:8][C:7]1[C:2]([NH:1][S:26]([CH:22]2[CH2:25][CH2:24][CH2:23]2)(=[O:28])=[O:27])=[C:3]2[O:21][CH2:20][CH2:19][N:4]2[C:5](=[O:18])[C:6]=1[CH3:17]

Participants

4

Reactant 2

HCID 22636930Cyclobutanesulfonyl chlorideHCID 58380528HCID 58380528, compound

Product 1

HCID 52934325HCID 52934325, compoundYield 5.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Using the same reaction conditions and workup as described for the preparation of Example 7A, 8-amino-7-(2-fluoro-4-iodo-phenylamino)-6-methyl-2,3-dihydro-oxazolo[3,2-a]pyridin-5-one (I-7f: 400 mg, 0.99 mmol) in pyridine (4 ml) was reacted with cyclobutanesulfonyl chloride (274 mg, 1.7 mmol) to afford the crude product. Purification by preparative HPLC afforded 26 mg of the product (5% yield).

Workup

  1. customthe same reaction conditions and workup
  2. customto afford the crude product
  3. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-3fa91cebbdac4b57a302243f16bf4d39
Source dataset
uspto-grants-2013_06
Patent number
US08466289B2

Reaction notes

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