Phenylmethanesulfonyl chloride → HCID 67389422, compound

HRID 1020366Notes

Reaction equation

HRID 1020366 reaction equation
[CH3:1][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]([CH2:32]C5C=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.N1(C2N=CC(NC(C3OC(N4CCCC(C)C4)=NC=3C(F)(F)F)=O)=CC=2)CCCNCC1.[C:76]1([CH2:82][S:83](Cl)(=[O:85])=[O:84])[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=1>>[CH2:82]([S:83]([N:29]1[CH2:32][CH2:30][CH2:31][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[CH2:5][CH2:6][CH2:7][CH:2]([CH3:1])[CH2:3]4)=[N:12][C:11]=3[C:13]([F:15])([F:14])[F:16])=[O:18])=[CH:21][CH:22]=2)[CH2:27][CH2:28]1)(=[O:85])=[O:84])[C:76]1[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=1

Participants

4

Reactant 3

HCID 74740Phenylmethanesulfonyl chlorideHCID 67391134HCID 67391134, compoundHCID 67414885HCID 67414885, compound

Product 1

HCID 67389422HCID 67389422, compound

Procedure

Compound 41 was prepared by the general procedure for compound 8, by using compound 39 and α-toluenesulfonyl chloride as starting materials. 1H NMR (500 MHz, CDCl3) δ 8.10 (d, 1H, J=2.5 Hz), 7.85 (dd, 1H, J=2.5, 9 Hz), 7.50 (s, 1H), 7.40 (m, 3H), 7.35 (m, 2H), 6.50 (d, 1H, J=9 Hz), 4.25 (s, 2H), 4.10 (m, 2H), 3.75 (m, 4H), 3.20 (m, 2H), 3.05 (t, 1H, J=9.5 Hz), 2.95 (t, 1H, J=6 Hz), 2.75 (t, 1H, J=11 Hz), 1.60-2.00 (m, 6H), 1.20 (q, 1H, J=11 Hz), 1.00 (d, 3H, J=7 Hz). MS (M+1): 607.

Sources & evidence

ORD record
ord-9116a2f1132c4c06a2f9d7685665a41b
Source dataset
uspto-grants-2014_05
Patent number
US08716312B2

Reaction notes

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