HCID 178478593, compound → HCID 178520750, compound

HRID 2042428Notes

Reaction equation

HRID 2042428 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[O:29][C:30](=O)[CH2:31][C@H:32]1[CH2:37][CH2:36][C@H:35]([OH:38])[CH2:34][CH2:33]1>>[OH:38][C@H:35]1[CH2:36][CH2:37][C@H:32]([CH2:31][C:30]([NH:27][C@H:24]2[CH2:25][CH2:26][C@H:21]([CH2:20][CH2:19][N:16]3[CH2:17][CH2:18][N:13]([C:8]4[C:7]5[CH:6]=[CH:5][S:4][C:12]=5[CH:11]=[CH:10][N:9]=4)[CH2:14][CH2:15]3)[CH2:22][CH2:23]2)=[O:29])[CH2:33][CH2:34]1

Participants

3

Reactant 2

HCID 178478593HCID 178478593, compound2×HCID 178500705HCID 178500705, compound

Product 1

HCID 178520750HCID 178520750, compound

Procedure

The title compound was prepared in analogy to example 2 starting from trans-4-[2-(4-thieno[3,2-c]pyridin-4-yl-piperazin-1-yl)-ethyl]-cyclohexylamine trihydrochloride (intermediate B) (1150 mg, 0.33 mmol) and trans-(4-hydroxy-cyclohexyl)-acetic acid methyl ester [CAS-Nr. 1124174-16-8, WO 2010/031735] (68 mg, 0.39 mmol). Purification by flash chromatography on silica gel (CH2Cl2/MeOH 95:5). White crystals (83 mg, 52%), MS (ISP) m/z=485.4 [(M+H)+].

Workup

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

Sources & evidence

ORD record
ord-fd7dd8147fea4078b99bb705728bd36f
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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