1-Adamantanecarboxylic acid → HCID 178522623, compound

HRID 1469929Notes

Reaction equation

HRID 1469929 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]1[N:4]=[C:5]([NH2:8])[S:6][CH:7]=1.[C:11]12([C:21](O)=[O:22])[CH2:20][CH:15]3[CH2:16][CH:17]([CH2:19][CH:13]([CH2:14]3)[CH2:12]1)[CH2:18]2>>[F:1][C:2]([F:10])([F:9])[C:3]1[NH:4]/[C:5](=[N:8]/[C:21]([C:11]23[CH2:20][CH:15]4[CH2:14][CH:13]([CH2:19][CH:17]([CH2:16]4)[CH2:18]2)[CH2:12]3)=[O:22])/[S:6][CH:7]=1

Participants

3

Reactant 2

HCID 132351-Adamantanecarboxylic acidHCID 12014172-Thiazolamine, 4-(trifluoromethyl)-

Product 1

HCID 178522623HCID 178522623, compoundYield 51.3%

Procedure

4-Trifluoromethyl-thiazol-2-ylamine (1.0 g, 6.0 mmol) and 1-adamantanecarboxylic acid (1.0 g, 5.5 mmol) were processed as described in Example 3B to afford 0.932 g (51%) of the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.65-1.73 (m, 6H) 1.93 (d, J=3 Hz, 6H) 2.02 (d, 3H) 7.93 (s, 1H); MS (DCI/NH3) m/z 331 (M+H).

Sources & evidence

ORD record
ord-68ddeacd14e54629b10c388ecc38f35d
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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