Benzofuran-2-carboxylic acid → HCID 86586134, compound

HRID 751476Notes

Reaction equation

[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([OH:12])=O.[OH:13][CH:14]1[CH:20]([NH:21][C:22](=[O:29])[C@@H:23]([NH2:28])[CH2:24][CH:25]([CH3:27])[CH3:26])[CH2:19][CH2:18][CH2:17][N:16]([S:30]([C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([CH3:39])[N:34]=2)(=[O:32])=[O:31])[CH2:15]1.[OH:40][CH:41]1C(NC(=O)[C@@H](N)CC(C)C)CCCN(S(C2C=CC=CN=2)(=O)=O)C1>>[CH3:26][CH:25]([CH3:27])[CH2:24][C@H:23]([NH:28][C:10]([C:2]1[O:1][C:5]2[CH:6]=[CH:7][C:8]([O:40][CH3:41])=[CH:9][C:4]=2[CH:3]=1)=[O:12])[C:22](=[O:29])[NH:21][CH:20]1[CH2:19][CH2:18][CH2:17][N:16]([S:30]([C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([CH3:39])[N:34]=2)(=[O:32])=[O:31])[CH2:15][CH:14]1[OH:13]

Participants

Reactant 3

HCID 10331Benzofuran-2-carboxylic acid

HCID 11349633HCID 11349633, compound

HCID 69313071HCID 69313071, compound

Product 1

HCID 86586134HCID 86586134, compound

Procedure

Following the procedure of Example 28b except substituting 5-methoxybenzofuran-2-carboxylic acid for benzofuran-2-carboxylic acid and (S)-2-amino-4-methyl-pentanoic acid [3-hydroxy-1-(6-methyl-pyridine-2-sulfonyl)-azepan-4-yl]-amide of Example 235c for (S)-2-amino-4-methyl-pentanoic acid [3-hydroxy-1-(pyridine-2-sulfonyl)-azepan-4-yl]-amide of Example 28b the title compound was prepared: MS(EI) 572 (M+).

Sources & evidence

ORD record: ord-47592fb4a2eb4bb6b1554b0f588d16ec
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07405209B2

Reaction notes

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