2-Amino-5-bromopyridine → HCID 57718234, compound

HRID 1366839Notes

Reaction equation

HRID 1366839 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5](Br)=[CH:4][N:3]=1.[N:9]1([S:15]([C:18]2[CH:23]=[CH:22][C:21]([SH:24])=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[Cl:25][C:26]1[CH:31]=[C:30]([Cl:32])[C:29]([CH3:33])=[CH:28][C:27]=1[S:34](Cl)(=[O:36])=[O:35]>>[Cl:25][C:26]1[CH:31]=[C:30]([Cl:32])[C:29]([CH3:33])=[CH:28][C:27]=1[S:34]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:24][C:21]2[CH:20]=[CH:19][C:18]([S:15]([N:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]3)(=[O:17])=[O:16])=[CH:23][CH:22]=2)=[CH:4][N:3]=1)(=[O:36])=[O:35]

Participants

4

Reactant 3

HCID 706222-Amino-5-bromopyridineHCID 1199142,4-Dichloro-5-methylbenzene-1-sulphonyl chlorideHCID 577182904-(N-piperidinylsulfonyl)thiophenol

Product 1

HCID 57718234HCID 57718234, compound

Procedure

Prepared from 2-amino-5-bromopyridine and 4-(N -piperidinylsulfonyl)thiophenol according to General Method 11 step 1 followed by reaction with 2,4-dichloro-5-methylphenylsulfonyl chloride according to General Method 11 step 2. 1H NMR (CDCl3): 8.35 & 8.02 (2×1 H, 2×s, A-ring CH's), 7.63, 7.42 & 7.18 (3×1 H, d, s & d, J 10 Hz, B-ring CH's) 7.55 & 7.11 (2×2 H, 2×d, 2×J 10 Hz, Ar CH's of C-ring), 2.93-2.81 (4H, m, CH2NCH2), 2.34 (3H, s, CH3), 1.60-1.48 (4 H, m, CH2CH2CH2CH2CH2), 1.39-1.27 (2 H, m, CH2CH2CH2CH2CH2). Hplc (Luna 2, Gradient 5): rt=6.77 minutes. LC/MS rt=7.44 minutes, 572/574 (MH+).

Workup

  1. customrt=6.77 minutes
  2. customLC/MS rt=7.44 minutes, 572/574 (MH+)

Sources & evidence

ORD record
ord-5fd9807b91d74746bd5ea34186f05d80
Source dataset
uspto-grants-2011_02
Patent number
US07893077B2

Reaction notes

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