p-Toluenesulfonic acid monohydrate → HCID 86681383, compound

HRID 878427Notes

Reaction equation

HRID 878427 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[S:11][C:10]([O:12][C@@H:13]3[CH:20]4[CH2:21][N:16]5[CH2:17][CH:18]([CH2:22][CH:14]3[CH2:15]5)[CH2:19]4)=[N:9][CH:8]=2)=[CH:3][CH:2]=1.O.[C:24]1([CH3:34])[CH:29]=[CH:28][C:27]([S:30]([OH:33])(=[O:32])=[O:31])=[CH:26][CH:25]=1>>[C:24]1([CH3:34])[CH:25]=[CH:26][C:27]([S:30]([OH:33])(=[O:31])=[O:32])=[CH:28][CH:29]=1.[C:24]1([CH3:34])[CH:25]=[CH:26][C:27]([S:30]([OH:33])(=[O:31])=[O:32])=[CH:28][CH:29]=1.[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[S:11][C:10]([O:12][C@@H:13]3[CH:20]4[CH2:21][N:16]5[CH2:17][CH:18]([CH2:22][CH:14]3[CH2:15]5)[CH2:19]4)=[N:9][CH:8]=2)=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86621332HCID 86621332, compound

Product 1

HCID 86681383HCID 86681383, compound

Procedure

Prepared from the product of Example 36A (77 mg, 0.24 mmol) and p-toluenesulfonic acid monohydrate (93 mg, 0.49 mmol; Aldrich) according to Method H: 1H NMR (300 MHz, methanol-D4) δ ppm 1.98 (d, J=12.5 Hz, 2H), 2.22 (s, 1H), 2.26-2.39 (m, 8H), 2.69 (s, 2H), 3.59 (s, 2H), 3.63-3.78 (m, 4H), 5.57 (t, J=3.2 Hz, 1H), 7.22 (d, J=8.5 Hz, 4H), 7.67-7.74 (m, 4H), 8.12-8.17 (m, 2H), 8.25 (s, 1H), 8.67-8.73 (m, 2H). MS (ESI) m/z=314 (M+H)+. Anal. Calcd. for C17H19N3OS.2C7H8O3S.0.2H2O: C, 56.29; H, 5.39; N, 6.35. Found: C, 56.03; H, 5.29; N, 6.12.

Sources & evidence

ORD record
ord-8f946b6278ee43669e5895038696da55
Source dataset
uspto-grants-2015_03
Patent number
US08987453B2

Reaction notes

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