N-{2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-4-iodo-benzamide → HCID 86632269, compound

HRID 1174995Notes

Reaction equation

HRID 1174995 reaction equation
[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]([CH3:25])[C:6]1[S:7][C:8]2[CH:14]=[C:13]([NH:15][C:16](=[O:24])[C:17]3[CH:22]=[CH:21][C:20](I)=[CH:19][CH:18]=3)[CH:12]=[CH:11][C:9]=2[N:10]=1.[Cl:27][C:28]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:29]=1B1OC(C)(C)C(C)(C)O1>>[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]([CH3:25])[C:6]1[S:7][C:8]2[CH:14]=[C:13]([NH:15][C:16]([C:17]3[C:22]([C:29]4[CH:30]=[CH:31][C:32]([F:34])=[CH:33][C:28]=4[Cl:27])=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:24])[CH:12]=[CH:11][C:9]=2[N:10]=1

Participants

3

Reactant 2

HCID 57771748N-{2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-4-iodo-benzamideHCID 68769645HCID 68769645, compound

Product 1

HCID 86632269HCID 86632269, compound

Procedure

The title compound is prepared by following a procedure analogous to Example 113, Step 1, using N-{2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-4-iodo-benzamide (0.20 g, 0.42 mmol) and 2-(2-chloro-4-fluoro-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (0.18 g, 0.71 mmol) to afford 0.072 g (35%). LC/MS, Retention time 4.98 min; (m/z): calcd for C25H24ClFN4OS: 483.0; found: 483.0.

Workup

  1. customto afford 0.072 g (35%)

Sources & evidence

ORD record
ord-416fe02f49a141ce8fb5237e31340449
Source dataset
uspto-grants-2010_11
Patent number
US07838543B2

Reaction notes

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