2-Pyridinamine, 5-bromo-6-methyl- → HCID 57718204, compound

HRID 1366838Notes

Reaction equation

HRID 1366838 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5](Br)=[C:4]([CH3:9])[N:3]=1.[N:10]1([S:16]([C:19]2[CH:24]=[CH:23][C:22]([SH:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.[Cl:26][C:27]1[CH:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:30]=[CH:29][C:28]=1[S:37](Cl)(=[O:39])=[O:38]>>[Cl:26][C:27]1[CH:32]=[C:31]([C:33]([F:35])([F:34])[F:36])[CH:30]=[CH:29][C:28]=1[S:37]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:25][C:22]2[CH:21]=[CH:20][C:19]([S:16]([N:10]3[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]3)(=[O:18])=[O:17])=[CH:24][CH:23]=2)=[C:4]([CH3:9])[N:3]=1)(=[O:39])=[O:38]

Participants

4

Reactant 3

HCID 1706782-Pyridinamine, 5-bromo-6-methyl-HCID 27366752-Chloro-4-(trifluoromethyl)benzenesulfonyl chlorideHCID 577182904-(N-piperidinylsulfonyl)thiophenol

Product 1

HCID 57718204HCID 57718204, compound

Procedure

Prepared from 2-amino-5-bromo-6-methylpyridine and 4-(N -piperidinylsulfonyl)thiophenol according to General Method 11 step 1 followed by reaction with 2-chloro-4-trifluoromethylphenylsulfonyl chloride according to General Method 11 step 2. 1H NMR (CDCl3): 8.21 (1 H, d, J 10 Hz, Ar CH ortho to SO2NH), 7.61-7.45 (5 H, m, Ar CH's), 6.96 (2 H, d, J 9 Hz, Ar CH's), 6.76 (1 H, d, J 11 Hz, Ar CH), 2.86-2.78 (4H, m, CH2NCH2), 2.34 (3H, s, CH3), 1.53-1.41 (4 H, m, CH2CH2CH2CH2CH2), 1.33-1.20 (2 H, m, CH2CH2CH2CH2CH2). Hplc (Luna 2, Gradient 5): rt=6.47 minutes. LC/MS rt=7.04 minutes, 606 (MH+).

Workup

  1. customrt=6.47 minutes
  2. customLC/MS rt=7.04 minutes, 606 (MH+)

Sources & evidence

ORD record
ord-452e65305f694be7aff569df0c28d922
Source dataset
uspto-grants-2011_02
Patent number
US07893077B2

Reaction notes

Loading…