4-Piperidinemethanol → HCID 89873677, compound

HRID 1053528Notes

Reaction equation

HRID 1053528 reaction equation
[CH2:1]([N:3]([CH2:21][CH3:22])[CH:4]=[CH:5][C:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)=[O:7])[CH3:2].N1CC[CH:26]([CH2:29][OH:30])CC1.C(OC1C=CC(C2C=CC=CC=2)=CC=1)(=O)C#C>>[OH:30][CH2:29][CH:26]1[CH2:2][CH2:1][N:3](/[CH:4]=[CH:5]/[C:6]([O:8][C:9]2[CH:10]=[CH:11][C:12]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:13][CH:14]=2)=[O:7])[CH2:21][CH2:22]1

Participants

4

Reactant 3

HCID 4207714-PiperidinemethanolHCID 10560973HCID 10560973, compoundHCID 131736278HCID 131736278, compound

Product 1

HCID 89873677HCID 89873677, compoundYield 84%

Procedure

The compound 39 was prepared according to the method described for compound 2 employing piperidin-4-ylmethanol (900 mg, 4.05 mmol) and compound 1 (466 mg, 4.05 mmol) to give white solid compound 39 (1.15 g, 84%). 1H NMR (300 MHz, CD2Cl2) δ 1.29 (m, 1H), 1.80 (m, 2H), 3.08 (br s, 1H), 3.51 (s, 2H), 3.62 (d, J=9.9 Hz, 2H), 4.82 (d, J=13.0 Hz, 1H), 7.15 (d, J=8.2 Hz, 2H), 7.35 (m, 1H), 7.45 (t, J=7.0 Hz, 2H), 7.60 (br s, 5H). HRMS ESI (m/z): Calculated for C21H23NO3 ([M+Na]+): 338.1678. found: 338.1751.

Workup

  1. customThe compound 39 was prepared

Sources & evidence

ORD record
ord-7bf5bfab8b6a4927b14489dd161eebbf
Source dataset
uspto-grants-2016_07
Patent number
US09393306B2

Reaction notes

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