HCID 178497113, compound → HCID 178524094, compound

HRID 521114Notes

Reaction equation

HRID 521114 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[CH2:9][C@H:10]3[C@@H:15]([C:16]=2[CH:17]=1)[CH2:14][CH2:13][CH2:12][N:11]3[C:18]([C:20]1[CH:28]=[CH:27][C:23]2[NH:24][CH:25]=[N:26][C:22]=2[CH:21]=1)=[O:19])=[O:4].COC(C1C=CC2[C@@H]3[C@@H](N(C(C4C=CC5NC=NC=5C=4)=O)CCC3)CC=2C=1)=O>>[NH:24]1[C:23]2[CH:27]=[CH:28][C:20]([C:18]([N:11]3[CH2:12][CH2:13][CH2:14][C@@H:15]4[C:16]5[CH:17]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[CH:7][C:8]=5[CH2:9][C@H:10]34)=[O:19])=[CH:21][C:22]=2[N:26]=[CH:25]1

Participants

3

Reactant 2

HCID 178497113HCID 178497113, compoundHCID 178497119HCID 178497119, compound

Product 1

HCID 178524094HCID 178524094, compoundYield 4%

Procedure

The title compound is prepared from a ca. 1:1 mixture of cis-1-(1H-benzoimidazole-5-carbonyl)-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine-6-carboxylic acid methyl ester and cis-1-(1H-benzoimidazole-5-carbonyl)-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine-7-carboxylic acid methyl ester following a procedure analogous to that described in Example 35 and separated from Example 99 by HPLC on reversed phase (MeCN/H2O). Yield: 4% of theory; Mass spectrum (ESI+): m/z=362 [M+H]+.

Workup

  1. customseparated from Example 99 by HPLC on reversed phase (MeCN/H2O)

Sources & evidence

ORD record
ord-bc87a508a7ab40569d640f2c0bb2fd8d
Source dataset
uspto-grants-2016_05
Patent number
US09328072B2

Reaction notes

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