4-Aminotetrahydropyran → HCID 11989689, compound

HRID 2220290Notes

Reaction equation

[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[CH:16]=[CH:17][C:18]3[S:22][C:21]([C:23]([OH:25])=O)=[C:20]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:19]=3[CH:32]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:33][CH:34]1[CH2:39][CH2:38][O:37][CH2:36][CH2:35]1>>[O:37]1[CH2:38][CH2:39][CH:34]([NH:33][C:23]([C:21]2[S:22][C:18]3[CH:17]=[CH:16][C:15]([NH:14][S:11]([C:8]4[CH:9]=[CH:10][C:5]([C:1]([CH3:2])([CH3:4])[CH3:3])=[CH:6][CH:7]=4)(=[O:12])=[O:13])=[CH:32][C:19]=3[C:20]=2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:25])[CH2:35][CH2:36]1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 11989687HCID 11989687, compound

Product 1

HCID 11989689HCID 11989689, compoundYield 50%

Procedure

According to Step 1, after reaction of 5-(4-tert-Butylbenzenesulfonylamino)-3-phenyl-1-benzothiophene-2-carboxylic acid (155 mg, 0.33 mmol) with 4-aminotetrahydropyrane (22 mg, 0.35 mmol), the desired compound is obtained at 50% yield (92 mg).

Sources & evidence

ORD record: ord-92e2e12041fc4e578d5d0140e51f640b
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07417066B2

Reaction notes

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