Trifluoroacetic acid → HCID 86695237, compound

HRID 1504077Notes

Reaction equation

HRID 1504077 reaction equation
[CH3:1][N:2]([CH3:29])[CH:3]1[CH2:8][CH2:7][CH:6]([O:9][C:10]2[C:11]3[CH:18]=[C:17]([CH2:19][CH2:20][NH:21]C(=O)OC(C)(C)C)[S:16][C:12]=3[N:13]=[CH:14][N:15]=2)[CH2:5][CH2:4]1.[C:30]([OH:36])([C:32]([F:35])([F:34])[F:33])=[O:31]>C(Cl)Cl>[F:33][C:32]([F:35])([F:34])[C:30]([OH:36])=[O:31].[NH2:21][CH2:20][CH2:19][C:17]1[S:16][C:12]2[N:13]=[CH:14][N:15]=[C:10]([O:9][CH:6]3[CH2:7][CH2:8][CH:3]([N:2]([CH3:29])[CH3:1])[CH2:4][CH2:5]3)[C:11]=2[CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86695236HCID 86695236, compound

Product 1

HCID 86695237HCID 86695237, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl N-[2-(4-[[4-(dimethylamino)cyclohexyl]oxy]thieno[2,3-d]pyrimidin-6-yl)ethyl]carbamate (140 mg, 0.33 mmol, 1.00 equiv) in 5 mL of DCM was added CF3COOH (0.5 mL) at room temperature. The resulting solution was stirred for 5 h at ambient temperature and then concentrated under vacuum to give the desired 4-[[6-(2-aminoethyl)thieno[2,3-d]pyrimidin-4-yl]oxy]-N,N-dimethylcyclohexan-1-amine trifluoroacetate (100 mg) as a yellow oil which was used directly without further purification. MS (ES): m/z 321 (M+H)+.

Workup

  1. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-94758653b2704ff18cc9e41bcc245d6d
Source dataset
uspto-grants-2015_12
Patent number
US09212190B2

Reaction notes

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