Trifluoroacetic acid → HCID 68380446, compound

HRID 573628Notes

Reaction equation

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

Participants

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 27362561,2-Dimethylimidazole-4-sulfonyl chloride

HCID 68324013HCID 68324013, compound

Product 1

HCID 68380446HCID 68380446, compound

Procedure

Following general method outlined in Example 52, starting from 6-methyl-2-(1-methylethyl)-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-amine (35 mg, 0.112 mmol) (Description 21) and 1,2-dimethylimidazole-4-sulfonyl chloride (21.8 mg, 0.112 mmol), the title compound (9.0 mg) was isolated as a TFA salt. LCMS (B) m/z: 471 [M+1]+, Rt 2.14 min.

Sources & evidence

ORD record: ord-f100b78d2147460cb834ec20e50c2aa1
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09029545B2

Reaction notes

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