Morpholine → HCID 66780048, compound

HRID 1907313Notes

Reaction equation

HRID 1907313 reaction equation
[CH:1]1([CH2:4][O:5][C:6]([C@@:8]23[CH2:17][N:16]([S:18]([C:21]4[CH:22]=[N:23][C:24](Cl)=[CH:25][CH:26]=4)(=[O:20])=[O:19])[CH2:15][CH2:14][C:13]2=[CH:12][C:11]2[N:28]([C:31]4[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=4)[N:29]=[CH:30][C:10]=2[CH2:9]3)=[O:7])[CH2:3][CH2:2]1.[NH:38]1[CH2:43][CH2:42][O:41][CH2:40][CH2:39]1>>[CH:1]1([CH2:4][O:5][C:6]([C@@:8]23[CH2:17][N:16]([S:18]([C:21]4[CH:22]=[N:23][C:24]([N:38]5[CH2:43][CH2:42][O:41][CH2:40][CH2:39]5)=[CH:25][CH:26]=4)(=[O:20])=[O:19])[CH2:15][CH2:14][C:13]2=[CH:12][C:11]2[N:28]([C:31]4[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=4)[N:29]=[CH:30][C:10]=2[CH2:9]3)=[O:7])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 86669994HCID 86669994, compound

Product 1

HCID 66780048HCID 66780048, compound

Procedure

The title compound was prepared by the method of Example 20 using (R)-6-(6-chloropyridine-3-sulfonyl)-1-(4-fluorophenyl)-1,4,5,6,7,8-hexahydro-1,2,6-triaza-cyclopenta[b]naphthalene-4a-carboxylic acid cyclopropylmethyl ester and morpholine to give the title compound (0.063 g). 1H NMR (400 MHz, CHCl3-d): δ 8.53 (d, 1H), 7.78 (dd, 1H), 7.49-7.40 (m, 3H), 7.16 (t, 2H), 6.61 (d, 1H), 6.41 (d, 1H), 4.40 (dd, 1H), 3.95-3.85 (m, 2H), 3.81 (t, 5H), 3.66 (t, 4H), 3.31 (d, 1H), 2.95-2.87 (m, 1H), 2.58 (d, 1H), 2.49-2.41 (m, 3H), 1.20-1.10 (m, 1H), 0.57-0.48 (m, 2H), 0.33-0.22 (m, 2H).

Sources & evidence

ORD record
ord-a876648ae34e4ff6a4ca188b54f18635
Source dataset
uspto-grants-2013_12
Patent number
US08598154B2

Reaction notes

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