Ammonia → HCID 86660765, compound

HRID 1629684Notes

Reaction equation

[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]([OH:16])=O)=[CH:11][CH:12]=2)[C@H:7]([N:17]([C:24]2[CH:29]=[CH:28][C:27]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[CH:26][CH:25]=2)[C:18](=[O:23])[C:19]([F:22])([F:21])[F:20])[CH2:6][C@@H:5]1[CH3:36])(=[O:3])[CH3:2].[NH3:37]>>[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]([NH2:37])=[O:16])=[CH:11][CH:12]=2)[C@H:7]([N:17]([C:24]2[CH:25]=[CH:26][C:27]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[CH:28][CH:29]=2)[C:18](=[O:23])[C:19]([F:20])([F:22])[F:21])[CH2:6][C@@H:5]1[CH3:36])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 222Ammonia

HCID 86660764HCID 86660764, compound

Product 1

HCID 86660765HCID 86660765, compoundYield 100%

Procedure

[Step 4] Reactions and treatments were carried out in the same manner as in Example 118, using 83.5 mg of (2S,4R)-1-acetyl-2-methyl-4-[2,2,2-trifluoro-N-(4-morpholinophenyl)acetamido]-1,2,3,4-tetrahydroquinoline-6-carboxylic acid instead of (2S,4R)-1-acetyl-2-methyl-4-(4-morpholinophenoxy)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid, and using aqueous ammonia instead of monomethylamine. Thus, 86.9 mg (100%) of (2S,4R)-1-acetyl-2-methyl-4-[2,2,2-trifluoro-N-(4-morpholinophenyl)acetamido]-1,2,3,4-tetrahydroquinoline-6-carboxamide was obtained as a pale yellow amorphous substance.

Sources & evidence

ORD record: ord-0292079bfb6742e58712657a7684466c
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08791090B2

Reaction notes

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