4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine → HCID 60197703, compound

HRID 587176Notes

Reaction equation

HRID 587176 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([CH2:15][S:16]([NH2:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=2)[N:3]=1.[N:20]1[C:28]2[CH2:27][CH2:26][NH:25][CH2:24][C:23]=2[NH:22][CH:21]=1>>[N:20]1[C:28]2[CH2:27][CH2:26][N:25]([C:2]3[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]4[CH:10]=[C:11]([CH2:15][S:16]([NH2:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=4)[N:3]=3)[CH2:24][C:23]=2[NH:22][CH:21]=1

Participants

3

Reactant 2

HCID 4101124,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridineHCID 866798223-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Product 1

HCID 60197703HCID 60197703, compound

Procedure

B44 was prepared following the general procedure reported for B10 using A1 and 4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine. The title compound (B44) was purified by reverse phase RP-HPLC (column: C18), using H2O and MeOH as eluents; yield: 34.3 mg (9%), white amorphous solid. 1H NMR (400 MHz, d6-DMSO, 300K) δ 2.59-2.71 (m, 2H), 4.07 (t, J=5.7 Hz, 2H), 4.22 (s, 2H), 4.72 (s, 2H), 6.83 and 6.89 (2 s, 2H), 7.00 (d, J=7.5 Hz, 1H), 7.29 (t, J=7.9 Hz, 1H), 7.51 (s, 1H), 7.58 and 7.65 (2 d, J=7.0 Hz and J=7.5 Hz, 1H), 7.74 and 7.88 (2 s, 1H), 8.26 (s, 1H), 9.70 (s, 1H), 11.86 (bs, 1H). MS (ES) C16H18N8O2S requires: 386. found: 387 (M+H)+.

Workup

  1. customB44 was prepared
  2. customThe title compound (B44) was purified by reverse phase RP-HPLC (column: C18)

Sources & evidence

ORD record
ord-1aba4a8bead747a28ffb418c22192e96
Source dataset
uspto-grants-2016_01
Patent number
US09226929B2

Reaction notes

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