Diisopropylethylamine → N-[(1S,2S)-2-Hydroxycyclopentyl]-2-(2H-1,2,3-triazol-2-yl)benzamide

HRID 1750469Notes

Reaction equation

HRID 1750469 reaction equation
[OH:1][C@@H:2]1[CH2:6][CH2:5][CH2:4][C@@H:3]1[NH:7][C:8](=[O:20])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]1[N:19]=[CH:18][CH:17]=[N:16]1.N1N(C2C=CC=CC=2C(O)=O)N=CC=1.Cl.N[C@H]1CCC[C@@H]1O.CCN(C(C)C)C(C)C>>[OH:1][C@H:2]1[CH2:6][CH2:5][CH2:4][C@@H:3]1[NH:7][C:8](=[O:20])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]1[N:16]=[CH:17][CH:18]=[N:19]1

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 16211106(1S,2S)-2-aminocyclopentan-1-ol hydrochlorideHCID 213135922-(2H-1,2,3-Triazol-2-yl)benzoic acidHCID 118308343N-[(1S,2R)-2-Hydroxycyclopentyl]-2-(2H-1,2,3-triazol-2-yl)benzamide2×

Product 1

HCID 118308148N-[(1S,2S)-2-Hydroxycyclopentyl]-2-(2H-1,2,3-triazol-2-yl)benzamide

Procedure

Prepared according to the procedure for N-[(1S,2R)-2-hydroxycyclopentyl]-2-(2H-1,2,3-triazol-2-yl)benzamide (Intermediate 10) from 2-(2H-1,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 531 mg, 2.81 mmol), (1S,2S)-2-aminocyclopentan-1-ol hydrochloride (CAS number 68327-04-8; 368 mg, 2.67 mmol) and DIPEA (1401 μl, 8.02 mmol) to afford the title compound.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b4aff267e64d4cd7bc1696f4570be455
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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