3,3,3-Trifluoro-2-hydroxypropanoic acid → HCID 178523716, compound

HRID 2042500Notes

Reaction equation

HRID 2042500 reaction equation
[O:1]1[C:9]2[CH:8]=[CH:7][N:6]=[C:5]([N:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C@H:18]4[CH2:23][CH2:22][C@H:21]([NH:24]C(=O)C/C=C/C)[CH2:20][CH2:19]4)[CH2:12][CH2:11]3)[C:4]=2[CH2:3][CH2:2]1.[F:31][C:32]([F:39])([F:38])[CH:33]([OH:37])[C:34](O)=[O:35]>>[O:1]1[C:9]2[CH:8]=[CH:7][N:6]=[C:5]([N:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C@H:18]4[CH2:23][CH2:22][C@H:21]([NH:24][C:34](=[O:35])[CH:33]([OH:37])[C:32]([F:39])([F:38])[F:31])[CH2:20][CH2:19]4)[CH2:12][CH2:11]3)[C:4]=2[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 2448963,3,3-Trifluoro-2-hydroxypropanoic acidHCID 178447389HCID 178447389, compound2×

Product 1

HCID 178523716HCID 178523716, compound

Procedure

The title compound, light yellow solid (80 mg, 70%), MS (ISP) m/z=457.4 [(M+H)+], mp 204° C., was prepared in accordance with the general method of example 32 from trans-4-{2-[4-(6-methyl-2,3-dihydro-furo[3,2-c]pyridin-4-yl)-piperazin-1-yl]-ethyl}-cyclohexylamine trihydrochloride (intermediate E) (110 mg, 0.25 mmol) and (RS)-3,3,3-trifluoro-2-hydroxypropanoic acid.

Sources & evidence

ORD record
ord-01126ba608eb4413bbd1bc1a9138d832
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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