Thionyl Chloride → HCID 178523810, compound

HRID 1678627Notes

Reaction equation

HRID 1678627 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]([CH:17]([CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[C:18](O)=[O:19])=[C:15]3[C:10]([CH:11]=[CH:12][CH:13]=[CH:14]3)=[N:9]2)=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[NH2:31][C@H:32]1[CH2:37][CH2:36][C@H:35]([OH:38])[CH2:34][CH2:33]1>CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]([CH:17]([CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[C:18]([NH:31][C@H:32]3[CH2:37][CH2:36][C@H:35]([OH:38])[CH2:34][CH2:33]3)=[O:19])=[C:15]3[C:10]([CH:11]=[CH:12][CH:13]=[CH:14]3)=[N:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 67131005[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-cyclohexyl-acetic acidHCID 178511715HCID 178511715, compound

Product 1

HCID 178523810HCID 178523810, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In analogy to the procedure described in example 6, [2-(4-chloro-phenyl)-2H-indazol-3-yl]-cyclohexyl-acetic acid was converted into the corresponding acid chloride with thionyl chloride which subsequently reacted with (trans)-4-amino-cyclohexanol (CAS Reg. No. 27489-62-9) in the presence of DMAP to give the title compound as colorless oil. MS: m/e=466.4 [M+H+].

Sources & evidence

ORD record
ord-52dee1fab48c4195a27ad1e9cfdf7d51
Source dataset
uspto-grants-2011_08
Patent number
US08008505B2

Reaction notes

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