Glycolic Acid → HCID 178521507, compound

HRID 2042427Notes

Reaction equation

HRID 2042427 reaction equation
Cl.Cl.Cl.[S:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH:6]=[CH:5]1.[C:28](O)(=[O:31])[CH2:29][OH:30]>>[OH:31][CH2:28][C:29]([NH:27][C@H:24]1[CH2:25][CH2:26][C@H:21]([CH2:20][CH2:19][N:16]2[CH2:17][CH2:18][N:13]([C:8]3[C:7]4[CH:6]=[CH:5][S:4][C:12]=4[CH:11]=[CH:10][N:9]=3)[CH2:14][CH2:15]2)[CH2:22][CH2:23]1)=[O:30]

Participants

3

Reactant 2

HCID 757Glycolic AcidHCID 178478593HCID 178478593, compound2×

Product 1

HCID 178521507HCID 178521507, compound

Procedure

The title compound was prepared in analogy to example 4 starting from trans-4-[2-(4-thieno[3,2-c]pyridin-4-yl-piperazin-1-yl)-ethyl]-cyclohexylamine trihydrochloride (intermediate B) (150 mg, 0.33 mmol) and glycolic acid (26 mg, 0.34 mmol). Purification by flash chromatography on silica gel (CH2Cl2/MeOH 95:5). White solid (67 mg, 50%), MS (ISP) m/z=403.3 [(M+H)+].

Workup

  1. customPurification by flash chromatography on silica gel (CH2Cl2/MeOH 95:5)

Sources & evidence

ORD record
ord-09b71a8094704e4ebec53761d7efaa7a
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

Loading…