HCID 86660763, compound → HCID 86660764, compound

HRID 1629683Notes

Reaction equation

HRID 1629683 reaction equation
C([O:8][C:9]([C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[N:17]([C:21](=[O:23])[CH3:22])[C@@H:16]([CH3:24])[CH2:15][C@H:14]2[N:25]([C:32]1[CH:37]=[CH:36][C:35]([N:38]2[CH2:43][CH2:42][O:41][CH2:40][CH2:39]2)=[CH:34][CH:33]=1)[C:26](=[O:31])[C:27]([F:30])([F:29])[F:28])=[O:10])C1C=CC=CC=1>C(O)C>[C:21]([N:17]1[C:18]2[C:13](=[CH:12][C:11]([C:9]([OH:10])=[O:8])=[CH:20][CH:19]=2)[C@H:14]([N:25]([C:32]2[CH:37]=[CH:36][C:35]([N:38]3[CH2:39][CH2:40][O:41][CH2:42][CH2:43]3)=[CH:34][CH:33]=2)[C:26](=[O:31])[C:27]([F:28])([F:30])[F:29])[CH2:15][C@@H:16]1[CH3:24])(=[O:23])[CH3:22]

Participants

3

Reactant 1

HCID 86660763HCID 86660763, compound

Product 1

HCID 86660764HCID 86660764, compoundYield 88.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

[Step 3] Reactions and treatments were carried out in the same manner as in Step 5 of Example 117, using 111.1 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 benzyl ester instead of ethyl (2S,4R)-1-acetyl-2-methyl-4-(4-nitrophenoxy)-1,2,3,4-tetrahydroquinoline-6-carboxylate, and using ethanol instead of methanol. Thus, 83.5 mg (88.3%) of (2S,4R)-1-acetyl-2-methyl-4-[2,2,2-trifluoro-N-(4-morpholinophenyl)acetamido]-1,2,3,4-tetrahydroquinoline-6-carboxylic acid was obtained as a pale yellow amorphous substance.

Sources & evidence

ORD record
ord-8832ead2c15f442d9c78872765425d10
Source dataset
uspto-grants-2014_07
Patent number
US08791090B2

Reaction notes

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