1-(2-Methyl-2H-tetrazol-5-yl)methanamine → 1-{(2S)-4-[1-(3,4-Dichlorophenyl)ethyl]morpholin-2-ylmethyl}-3-(2-methyl-2H-tetrazol-5-ylmethyl)urea

HRID 1437147Notes

Reaction equation

HRID 1437147 reaction equation
[CH3:1][N:2]1[N:6]=[N:5][C:4]([CH2:7][NH2:8])=[N:3]1.[Cl:9][C:10]1[CH:11]=[C:12]([CH:17]([N:19]2[CH2:24][CH2:23][O:22][C@@H:21]([CH2:25][NH:26][C:27](=O)[O:28]C3C=CC([N+]([O-])=O)=CC=3)[CH2:20]2)[CH3:18])[CH:13]=[CH:14][C:15]=1[Cl:16]>>[Cl:9][C:10]1[CH:11]=[C:12]([CH:17]([N:19]2[CH2:24][CH2:23][O:22][C@@H:21]([CH2:25][NH:26][C:27]([NH:8][CH2:7][C:4]3[N:5]=[N:6][N:2]([CH3:1])[N:3]=3)=[O:28])[CH2:20]2)[CH3:18])[CH:13]=[CH:14][C:15]=1[Cl:16]

Participants

3

Reactant 2

HCID 137892521-(2-Methyl-2H-tetrazol-5-yl)methanamineHCID 690668024-nitrophenyl {(2S)-4-[1-(3,4-dichlorophenyl)ethyl]morpholin-2-yl}methylcarbamate

Product 1

HCID 579405811-{(2S)-4-[1-(3,4-Dichlorophenyl)ethyl]morpholin-2-ylmethyl}-3-(2-methyl-2H-tetrazol-5-ylmethyl)urea

Procedure

Prepared in similar fashion to Example 16 but using C-(2-methyl-2H-tetrazol-5-yl)-methylamine and 4-nitrophenyl {(2S)-4-[1-(3,4-dichlorophenyl)ethyl]morpholin-2-yl}methylcarbamate Isomer I (prepared as described in WO 02/26723).

Workup

  1. customPrepared in similar fashion to Example 16
  2. customIsomer I (prepared as described in WO 02/26723)

Sources & evidence

ORD record
ord-df2b96bee0eb4d3eb0ac06a347f062db
Source dataset
uspto-grants-2009_11
Patent number
US07622464B2

Reaction notes

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