HCID 57850813, compound → HCID 53373726, compound

HRID 909267Notes

Reaction equation

HRID 909267 reaction equation
[Br:1][C:2]1[C:3]([S:11][C:12]2[NH:13][C:14]3[CH:19]=[CH:18][N:17]=[C:16]([NH2:20])[C:15]=3[N:21]=2)=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1.CC1C=CC(S(O[CH2:33][CH2:34][CH:35]2[CH2:40][CH2:39][N:38]([C:41](=[O:43])[CH3:42])[CH2:37][CH2:36]2)(=O)=O)=CC=1>>[NH2:20][C:16]1[C:15]2[N:21]=[C:12]([S:11][C:3]3[C:2]([Br:1])=[CH:10][C:6]4[O:7][CH2:8][O:9][C:5]=4[CH:4]=3)[N:13]([CH2:33][CH2:34][CH:35]3[CH2:40][CH2:39][N:38]([C:41](=[O:43])[CH3:42])[CH2:37][CH2:36]3)[C:14]=2[CH:19]=[CH:18][N:17]=1

Participants

3

Reactant 2

HCID 57850813HCID 57850813, compoundHCID 67145169HCID 67145169, compound

Product 1

HCID 53373726HCID 53373726, compound

Procedure

The title compound was prepared by a similar procedure described for step 7 of example 1 using 2-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-1H-imidazo[4,5-c]pyridin-4-amine and 2-(1-acetylpiperidin-4-yl)ethyl 4-methylbenzenesulfonate. 1H NMR (DMSO-d6) δ; 7.70 (d, J=6.0 Hz, 1H), 7.38 (s, 1H), 6.79 (d, J=6.0 Hz, 1H), 6.66 (s, 1H), 6.42 (s, 2H), 6.07 (s, 2H), 4.30 (brd, J=13.2 Hz, 1H), 4.20 (t, J=7.2 Hz, 2H), 3.74 (brd, J=13.2 Hz, 1H), 2.89 (t, J=13.6 Hz, 1H), 2.40 (t, J=13.6 Hz, 1H), 1.96 (s, 3H), 1.66 (m, 2H), 1.56-1.51 (m, 2H), 1.43 (m, 1H), 1.08 (m, 1H), 0.94 (m, 1H); LC-MS [M+H]+ 518.09.

Sources & evidence

ORD record
ord-bb3795e16703455ea140c948da0133e1
Source dataset
uspto-grants-2011_09
Patent number
US08017780B1

Reaction notes

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