1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-cyclopropyl-2-methyl-2H-pyrazol-3-yl)-urea → 1-{(S)-3-[3-(4-fluoro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-cyclo-propyl-2-methyl-2H-pyrazol-3-yl)-urea

HRID 1182155Notes

Reaction equation

HRID 1182155 reaction equation
Cl[C:2]1[CH:30]=[CH:29][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[N:21]([CH3:28])[N:22]=[C:23]([CH:25]4[CH2:27][CH2:26]4)[CH:24]=3)=[O:18])[CH2:14][OH:15])[CH2:8]2)=[CH:4][CH:3]=1.N[C@@H](CCN1CC(OC2C=CC([F:48])=CC=2)C1)CO>>[F:48][C:2]1[CH:30]=[CH:29][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[N:21]([CH3:28])[N:22]=[C:23]([CH:25]4[CH2:27][CH2:26]4)[CH:24]=3)=[O:18])[CH2:14][OH:15])[CH2:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 101272591-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-cyclopropyl-2-methyl-2H-pyrazol-3-yl)-ureaHCID 69409246(S)-2-amino-4-[3-(4-fluoro-phenoxy)-azetidin-1-yl]-butan-1-ol

Product 1

HCID 698490081-{(S)-3-[3-(4-fluoro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-cyclo-propyl-2-methyl-2H-pyrazol-3-yl)-urea

Procedure

This compound is prepared analogously to 1-{(S)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-cyclopropyl-2-methyl-2H-pyrazol-3-yl)-urea in Example 83 except using (S)-2-amino-4-[3-(4-fluoro-phenoxy)-azetidin-1-yl]-butan-1-ol in place of (S)-2-amino-4-[3-(4-chloro-phenoxy)-azetidin-1-yl]-butan-1-ol.

Sources & evidence

ORD record
ord-f979d5d1b0644cf89430f1441ac12527
Source dataset
uspto-grants-2007_10
Patent number
US07288537B2

Reaction notes

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