HCID 59674096, compound → HCID 10218757, compound

HRID 1391595Notes

Reaction equation

[Cl:1][C:2]1[N:7]=[C:6]([N:8]([CH3:29])[C:9]2[CH:28]=[CH:27][C:12]3[N:13]([CH3:26])[C:14]([NH:16][CH2:17][C:18]4[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=4)=[N:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH3:30][S:31]([CH2:34][CH2:35][C:36]1[CH:37]=[C:38]([NH2:42])[CH:39]=[CH:40][CH:41]=1)(=[O:33])=[O:32]>>[ClH:1].[CH3:30][S:31]([CH2:34][CH2:35][C:36]1[CH:37]=[C:38]([NH:42][C:2]2[N:7]=[C:6]([N:8]([CH3:29])[C:9]3[CH:28]=[CH:27][C:12]4[N:13]([CH3:26])[C:14]([NH:16][CH2:17][C:18]5[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=5)=[N:15][C:11]=4[CH:10]=3)[CH:5]=[CH:4][N:3]=2)[CH:39]=[CH:40][CH:41]=1)(=[O:32])=[O:33]

Participants

Reactant 2

HCID 59674096HCID 59674096, compound

HCID 59674138HCID 59674138, compound

Product 1

HCID 10218757HCID 10218757, compound

Procedure

The title compound was prepared following the procedure of example two with N5-(2-chloro-pyrimidin-4-yl)-N2-(4-methoxy-benzyl)-1,N5-dimethyl-1H-benzoimidazole-2,5-diamine (82 mg, 0.20 mmol) and 3-(2-Methanesulfonyl-ethyl)-phenylamine (40 mg, 0.20 mmol) as a white solid (69 mg, 57%). 1H NMR (300 MHz, ds-DMSO) δ 9.08 (s, 1H), 7.76 (d, J=6.0 Hz, 2H), 7.59 (d, J=8.4 Hz, 1H), 7.28-7.34 (m, 3H), 7.08-7.23 (m, 3H), 6.79-6.89 (m, 4H), 5.61 (d, J=5.7 Hz, 1H), 4.52 (d, J=5.7 Hz, 2H), 3.72 (s, 3H), 3.55 (s, 3H), 3.43 (s, 3H), 3.35-3.40 (M, 2H), 2.97 (s, 3H), 2.90-2.94 (m, 2H). MS (ESI) m/z=572 [M+H]+.

Sources & evidence

ORD record: ord-10e6b01044a24387abbfac21a52d7f34
Source dataset: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07338959B2

Reaction notes

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