Ammonia methanol → HCID 25164764, compound

HRID 2098520Notes

Reaction equation

HRID 2098520 reaction equation
[CH:1]1([C:8]#[C:9][C:10]2[CH:11]=[C:12]([CH:16]([OH:26])[CH2:17][CH2:18][NH:19]C(=O)C(F)(F)F)[CH:13]=[CH:14][CH:15]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N.CO>ClCCl>[NH2:19][CH2:18][CH2:17][CH:16]([C:12]1[CH:13]=[CH:14][CH:15]=[C:10]([C:9]#[C:8][CH:1]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:11]=1)[OH:26]

Participants

4

Reactant 2

HCID 21705897Ammonia methanolHCID 86635864HCID 86635864, compound

Product 1

HCID 25164764HCID 25164764, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Deprotection of N-(3-(3-(cycloheptylethynyl)phenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide followed by flash chromatography (5% (7N NH3/MeOH)/dichloromethane) gave 3-amino-1-(3-(2-cycloheptylethynyl)phenyl)propan-1-ol as a yellow oil. Yield (0.173 g, 46%): 1H NMR (400 MHz, CDCl3) δ 7.40 (s, 1H), 7.18-7.30 (m, 3H), 4.91 (d, J=6.8 Hz, 1H), 3.00 (br s, 5H), 2.74-2.82 (m, 1H), 1.80-1.94 (m, 3H), 1.68-1.80 (m, 5H), 1.44-1.64 (m, 6H).

Sources & evidence

ORD record
ord-1135453f3e7f42ce98af520238826ec2
Source dataset
uspto-grants-2013_05
Patent number
US08450527B2

Reaction notes

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