o-Toluenesulfonyl chloride → HCID 67392010, compound

HRID 1020363Notes

Reaction equation

C[CH:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]2[O:9][C:10]([C:17]([NH:19][C:20]3[CH:21]=[CH:22][C:23]([N:26]4[CH2:31][CH2:30][N:29](CC5C=C(C=CC=5)C(OC)=O)[C:28](=O)[CH2:27]4)=[N:24][CH:25]=3)=[O:18])=[C:11]([C:13]([F:16])([F:15])[F:14])[N:12]=2)[CH2:3]1.[C:44]1([CH3:54])[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=1[S:50](Cl)(=[O:52])=[O:51]>>[C:44]1([CH3:54])[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=1[S:50]([N:29]1[CH2:28][CH2:27][N:26]([C:23]2[N:24]=[CH:25][C:20]([NH:19][C:17]([C:10]3[O:9][C:8]([N:4]4[CH2:3][CH2:2][CH2:7][CH2:6][CH2:5]4)=[N:12][C:11]=3[C:13]([F:15])([F:16])[F:14])=[O:18])=[CH:21][CH:22]=2)[CH2:31][CH2:30]1)(=[O:52])=[O:51]

Participants

Reactant 2

HCID 8623o-Toluenesulfonyl chloride

HCID 67391134HCID 67391134, compound

Product 1

HCID 67392010HCID 67392010, compound

Procedure

Compound 9 was prepared by the general procedure for compound 8, by using intermediate C-3 and o-tolylsulfonyl chloride as starting materials. 1H NMR (400 MHz, DMSO-d6) δ 10.05 (s, 1H), 8.33 (d, 1H, J=2.6 Hz), 7.82 (m, 2H), 7.59 (m, 1H), 7.45 (m, 2H), 6.87 (d, 1H, J=9.2 Hz), 3.60 (br s, 4H), 3.55 (m, 4H), 3.12 (m, 4H), 2.59 (s, 3H), 1.60 (br s, 6H). LCMS (ESI) Rt=3.89 min, [M+1]+ 579.3.

Sources & evidence

ORD record: ord-a2812524ea6f420498b14c697ce4f877
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08716312B2

Reaction notes

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