2-Methyltetrahydrofuran → (9-(2-Chloro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-isopropylthiazol-4-yl)methanone

HRID 1255320Notes

Reaction equation

HRID 1255320 reaction equation
[ClH:1].[CH:2]([C:5]1[S:6][CH:7]=[C:8]([C:10]([N:12]2[CH2:17][C:16]3([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[O:15][CH2:14][CH2:13]2)=[O:11])[N:9]=1)([CH3:4])[CH3:3].F[C:24](F)(F)[C:25]([OH:27])=O.C(C1SC=C(C(N2[CH2:44][C:43]3([CH2:49][CH2:48]N[CH2:46][CH2:45]3)OCC2)=O)N=1)C.[CH3:50]C1CCCO1>>[Cl:1][C:49]1[C:48]([CH2:24][CH2:25][OH:27])=[CH:50][CH:46]=[CH:45][C:43]=1[CH2:44][N:20]1[CH2:19][CH2:18][C:16]2([O:15][CH2:14][CH2:13][N:12]([C:10]([C:8]3[N:9]=[C:5]([CH:2]([CH3:4])[CH3:3])[S:6][CH:7]=3)=[O:11])[CH2:17]2)[CH2:22][CH2:21]1

Participants

4

Reactant 3

HCID 73012-MethyltetrahydrofuranHCID 66964094(2-Ethylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetateHCID 66964119(2-Isopropylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone hydrochloride

Product 1

HCID 46240302(9-(2-Chloro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-isopropylthiazol-4-yl)methanone

Procedure

Prepared by the method of Example 26, step c using (2-isopropylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone hydrochloride [Example 27, step a] (1.37 g) in place of (2-ethylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetate, and 2-methyltetrahydrofuran (50 mL) in place of tetrahydrofuran. Yield 1.00 g.

Workup

  1. customPrepared by the method of Example 26, step c

Sources & evidence

ORD record
ord-b2b3e514383546c491e579369061dfdd
Source dataset
uspto-grants-2013_06
Patent number
US08455483B2

Reaction notes

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