Isocyanate → 1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(3-methoxy-phenyl)-thiourea

HRID 1182140Notes

Reaction equation

HRID 1182140 reaction equation
[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([O:6][CH:7]2[CH2:10][N:9]([CH2:11][CH2:12][C@H:13]([NH:16][C:17]([NH:19][C:20]3[CH:25]=[C:24](OC)[CH:23]=[C:22]([O:28][CH3:29])[CH:21]=3)=O)[CH2:14][OH:15])[CH2:8]2)=[CH:4][CH:3]=1.[N-]=C=O.[N-]=C=[S:37]>>[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([O:6][CH:7]2[CH2:10][N:9]([CH2:11][CH2:12][C@H:13]([NH:16][C:17]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([O:28][CH3:29])[CH:21]=3)=[S:37])[CH2:14][OH:15])[CH2:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 105034IsocyanateHCID 102384451-[(S)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl)-3-(3,5-dimethoxy-phenyl)-ureaHCID 178418790HCID 178418790, compound

Product 1

HCID 866008531-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(3-methoxy-phenyl)-thiourea

Procedure

This compound is prepared in a manner analogous to that used to prepare 1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(3,5-dimethoxy-phenyl)-urea in Example 26 except in the final step the isocyanate is replaced with the appropriate isothiocyanate.

Workup

  1. customThis compound is prepared in a manner analogous to

Sources & evidence

ORD record
ord-c163623625b24219a69faa660857763b
Source dataset
uspto-grants-2007_10
Patent number
US07288537B2

Reaction notes

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