Methoxyisopropylamine → HCID 69480953, compound

HRID 2364249Notes

Reaction equation

HRID 2364249 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:36])=[C:14]([C:31](OCC)=[O:32])[C:15](=[O:30])[N:16]3[CH2:19][CH2:20][CH2:21][S:22]([N:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)(=[O:24])=[O:23])=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:37][CH:38]([NH2:42])[CH2:39][O:40][CH3:41]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:36])=[C:14]([C:31]([NH:42][CH:38]([CH3:37])[CH2:39][O:40][CH3:41])=[O:32])[C:15](=[O:30])[N:16]3[CH2:19][CH2:20][CH2:21][S:22]([N:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)(=[O:23])=[O:24])=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 123458MethoxyisopropylamineHCID 69481048HCID 69481048, compound

Product 1

HCID 69480953HCID 69480953, compound

Procedure

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[3-(1-pyrrolidinylsulfonyl)propyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 2-methoxy isopropylamine employing methods similar to those described in Example 202 and was obtained as a white solid: 1H NMR (300 MHz, CDCl3) δ 10.17 (d, J=8.6 Hz, 1 H), 8.56 (s, 1 H), 7.75 (s, 1 H), 7.22 (m, 2 H), 7.02 (t, J=8.7 Hz, 2 H), 4.43-4.33 (m, 3 H), 4.13 (s, 2 H), 3.48 (d, J=4.7 Hz, 2 H), 3.41 (s, 3 H), 3.38-3.33 (n, 4 H), 3.05 (t, J=6.5 Hz, 2 H), 2.17 (m, 2 H), 1.97-1.92 (m, 4 H), 1.31 (d, J=7.0 Hz, 3 H); HRMS C27H33FN4O6S (M+H)+ calcd 561.2105, found 561.2189.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-7f1966d716ed486ab7cfd90e92eca8c2
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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