3-(Chloromethyl)-5-methyl-1,2-oxazole → (R)-1-(4-Fluorophenyl)-6-(6-morpholin-4-yl-pyridine-3-sulfonyl]-1,4,5,6,7,8-hexahydro-1,2,6-triaza-cyclopenta[b]naphthalene-4a-carboxylic acid 5-methylisoxazol-3-ylmethyl ester

HRID 1907322Notes

Reaction equation

HRID 1907322 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]3[CH:13]=[C:14]4[C@:19]([C:21]([OH:23])=[O:22])([CH2:20][C:11]=3[CH:10]=[N:9]2)[CH2:18][N:17]([S:24]([C:27]2[CH:28]=[N:29][C:30]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)=[CH:31][CH:32]=2)(=[O:26])=[O:25])[CH2:16][CH2:15]4)=[CH:4][CH:3]=1.Cl[CH2:40][C:41]1[CH:45]=[C:44]([CH3:46])[O:43][N:42]=1>>[CH3:46][C:44]1[O:43][N:42]=[C:41]([CH2:40][O:22][C:21]([C@@:19]23[CH2:18][N:17]([S:24]([C:27]4[CH:28]=[N:29][C:30]([N:33]5[CH2:38][CH2:37][O:36][CH2:35][CH2:34]5)=[CH:31][CH:32]=4)(=[O:25])=[O:26])[CH2:16][CH2:15][C:14]2=[CH:13][C:12]2[N:8]([C:5]4[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=4)[N:9]=[CH:10][C:11]=2[CH2:20]3)=[O:23])[CH:45]=1

Participants

3

Reactant 2

HCID 27357633-(Chloromethyl)-5-methyl-1,2-oxazoleHCID 66780217(R)-1-(4-Fluorophenyl)-6-(6-morpholin-4-yl-pyridine-3-sulfonyl]-1,4,5,6,7,8-hexahydro-1,2,6-triaza-cyclopenta[b]naphthalene-4a-carboxylic acid

Product 1

HCID 56849415(R)-1-(4-Fluorophenyl)-6-(6-morpholin-4-yl-pyridine-3-sulfonyl]-1,4,5,6,7,8-hexahydro-1,2,6-triaza-cyclopenta[b]naphthalene-4a-carboxylic acid 5-methylisoxazol-3-ylmethyl ester

Procedure

The title compound was prepared by the method of Preparation 54b using (R)-1-(4-fluorophenyl)-6-(6-morpholin-4-yl-pyridine-3-sulfonyl]-1,4,5,6,7,8-hexahydro-1,2,6-triaza-cyclopenta[b]naphthalene-4a-carboxylic acid and 3-chloromethyl-5-methyl isoxazole. LCMS (Method F): 635 (M+H)+, Retention time 4.90 minutes.

Sources & evidence

ORD record
ord-bfe9dd73401d4368b25b47bd634e35e4
Source dataset
uspto-grants-2013_12
Patent number
US08598154B2

Reaction notes

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