HCID 69744124, compound → HCID 135718994, compound

HRID 1815216Notes

Reaction equation

C[O:2][C:3](=[O:46])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[O:11][C:12]([C:15]3[N:16]([O:38]CC4C=CC=CC=4)[CH:17]([CH:32]4[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]4)[NH:18][C:19]=3[CH2:20][O:21][C:22]34[CH2:31][CH:26]5[CH2:27][CH:28]([CH2:30][CH:24]([CH2:25]5)[CH2:23]3)[CH2:29]4)=[N:13][N:14]=2)[CH:5]=1.COC(=O)C1C=CC=C(C(N(C(C2N(OCC3C=CC=CC=3)C(C3CCCCC3)NC=2COC23CC4CC(CC(C4)C2)C3)=O)N)=O)C=1>>[C:22]12([O:21][CH2:20][C:19]3[NH:18][CH:17]([CH:32]4[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]4)[N:16]([OH:38])[C:15]=3[C:12]3[O:11][C:10]([C:6]4[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=4)[C:3]([OH:46])=[O:2])=[N:14][N:13]=3)[CH2:23][CH:24]3[CH2:30][CH:28]([CH2:27][CH:26]([CH2:25]3)[CH2:31]1)[CH2:29]2

Participants

Reactant 2

HCID 69744124HCID 69744124, compound

HCID 136377659HCID 136377659, compound

Product 1

HCID 135718994HCID 135718994, compound

Procedure

3-{5-[5-(Adamantan-1-yloxymethyl)-3-benzyloxy-2-cyclohexyl-1H-imidazol-4-yl]-[1,3,4]oxadiazol-2-yl}-benzoic acid methyl ester. The title compound was prepared essentially using the procedure in Example 9, step a, with the modification that 3-{N1-[5-(Adamantan-1-yloxymethyl)-3-benzyloxy-2-cyclohexyl-1H-imidazole-4-carbonyl]-hydrazinocarbonyl}-benzoic acid methyl ester was used instead of 3-{N1-[5-(Adamantan-1-yloxymethyl)-2-cyclohexyl-1H-imidazole-4-carbonyl]-hydrazinocarbonyl}-benzoic acid methyl ester. 1H NMR (CDCl3) 8.77 (1H, s), 8.33 (1H, d), 8.24 (1H, d), 7.63 (1H, t), 7.53 (2H, m), 7.45 (3H, m), 5.37 (2H, s), 4.77 (2H, s), 3.97 (3H, s), 2.73 (1H, m), 2.14 (3H, br s), 1.87-1.56 (19H, m), 1.27 (3H, m).

Sources & evidence

ORD record: ord-8391e8cd4e2c434f97085ddde6b91846
Source dataset: uspto-grants-2005_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06878734B2

Reaction notes

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