Formate → HCID 59656329, compound

HRID 1726499Notes

Reaction equation

C([O-])=O.Cl[C:5]1C=CC(C=O)=C[CH:6]=1.[CH2:13]([O:15][C:16]([N:18]1[CH2:23][CH2:22][CH:21]([NH:24][S:25]([C:28]2[C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[C:31]([CH2:38][NH:39][CH:40]3[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]3)=[CH:30][CH:29]=2)(=[O:27])=[O:26])[CH2:20][CH2:19]1)=[O:17])[CH3:14].C(OC(N1CCC(NS(C2C3C(=CC=CC=3)C(CN)=CC=2)(=O)=O)CC1)=O)C>>[CH2:13]([O:15][C:16]([N:18]1[CH2:19][CH2:20][CH:21]([NH:24][S:25]([C:28]2[C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[C:31]([CH2:38][N:39]([CH:40]3[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]3)[CH2:5][CH3:6])=[CH:30][CH:29]=2)(=[O:27])=[O:26])[CH2:22][CH2:23]1)=[O:17])[CH3:14]

Participants

Reactant 4

HCID 283Formate

HCID 77264-Chlorobenzaldehyde

HCID 16105839HCID 16105839, compound

HCID 59656488HCID 59656488, compound

Product 1

HCID 59656329HCID 59656329, compound

Procedure

The title compound was prepared as its formate salt following the general procedure in Scheme 13, substituting acetaldehyde for 4-chloro-benzaldehyde, and substituting 4-(4-cyclohexylaminomethyl-naphthalene-1-sulfonylamino)-piperidine-1-carboxylic acid ethyl ester (G-8) for 4-(4-aminomethyl-naphthalene-1-sulfonylamino)-piperidine-1-carboxylic acid ethyl ester. 1H NMR (300 MHz, MeOD) δ 8.79 (m, 1H), 8.36 (m, 2H), 8.27 (dd, 1H), 7.77 (m, 3H), 4.62 (s, 2H), 4.05 (q, 2H), 3.80 (d, 2H), 3.25 (m, 1H), 3.05 (m, 3H), 2.75 (m, 2H), 2.10 (d, 2H), 1.80 (d, 2H), 1.65 (m, 3H), 1.48 (m, 2H), 1.22 (m, 1H); LC/MS m/z 502 (M+H)+

Sources & evidence

ORD record: ord-26f84116adb542d18db8c38cf4666f31
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491827B2

Reaction notes

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