4-[(methylsulfonyl)methyl]aniline(SALTDATA: FREE) → HCID 10239519, compound

HRID 1391621Notes

Reaction equation

[C:1]([NH:5][C:6]1[N:10]([CH3:11])[C:9]2[CH:12]=[CH:13][C:14]([N:16]([C:18]3[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[N:19]=3)[CH3:17])=[CH:15][C:8]=2[N:7]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:25][S:26]([CH2:29][C:30]1[CH:36]=[CH:35][C:33]([NH2:34])=[CH:32][CH:31]=1)(=[O:28])=[O:27]>>[ClH:24].[C:1]([NH:5][C:6]1[N:10]([CH3:11])[C:9]2[CH:12]=[CH:13][C:14]([N:16]([C:18]3[CH:23]=[CH:22][N:21]=[C:20]([NH:34][C:33]4[CH:35]=[CH:36][C:30]([CH2:29][S:26]([CH3:25])(=[O:28])=[O:27])=[CH:31][CH:32]=4)[N:19]=3)[CH3:17])=[CH:15][C:8]=2[N:7]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 128439644-[(methylsulfonyl)methyl]aniline(SALTDATA: FREE)

HCID 59674193HCID 59674193, compound

Product 1

HCID 10239519HCID 10239519, compound

Procedure

The title compound was prepared following the procedure of example 1 with N2-tert-butyl-N5-(2-chloro-pyrimidin-4-yl)-1,N5-dimethyl-1H-benzoimidazole-2,5-diamine (69 mg, 0.20 mmol) and 4-[(methylsulfonyl)methyl]aniline (37 mg, 0.20 mmol) as a white solid (111 mg, 95%). 1H NMR (300 MHz, d6-DMSO) δ 9.28 (s, 1H), 7.77-7.79 (m, 3H), 7.24 (d, J=8.4 Hz, 3H), 7.16 (d, J=1.5 Hz, 1H), 6.88 (d, J=7.8 Hz, 1H), 6.21 (br s, 1H), 5.67 (d, J=6.0 Hz, 1H), 4.35 (s, 2H), 3.54 (s, 3H), 3.45 (s, 3H), 2.86 (s, 3H), 1.47 (s, 9H) ppm. MS (ESI) m/z=494 [M+H]+.

Sources & evidence

ORD record: ord-9928f121f5aa46d1bb0c7f60aae2cc19
Source dataset: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07338959B2

Reaction notes

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