Butylamine → HCID 86624687, compound
Reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]1[N:7]=[C:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH:22]=[C:21]([CH3:23])[N:20]=[CH:19]3)=[C:14]([O:24][CH3:25])[CH:13]=2)[S:9][CH:10]=1)C.[CH2:27]([NH2:31])[CH2:28][CH2:29][CH3:30]>>[CH2:27]([NH:31][C:4](=[O:3])[CH2:5][C:6]1[N:7]=[C:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH:22]=[C:21]([CH3:23])[N:20]=[CH:19]3)=[C:14]([O:24][CH3:25])[CH:13]=2)[S:9][CH:10]=1)[CH2:28][CH2:29][CH3:30]Participants
3
Procedure
The title compound was prepared in analogy to example 27 from 100 mg (0.27 mmol) ({2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-thiazol-4-yl}-acetic acid ethyl ester and 70 mg (0.94 mmol) n-butylamine yielding 95 mg (89%) N-butyl-2-{2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-thiazol-4-yl}-acetamide as a brown foam. MS ISP (m/e): 400.3 (100) (M+H)+. 1H NMR (DMSO-D6, 250 MHz): δ (ppm)=10.45 (s, 1H), 7.93 (t, 1H), 7.68 (s, 1H), 7.64 (s, 1H), 7.23 (d, 1H), 7.19 (d, 1H), 7.02 (s, 1H), 6.62 (s, 1H), 3.79 (s, 3H), 3.57 (s, 2H), 3.05 (br q, 2H), 2.14 (s, 3H), 1.39-1.26 (m, 6H), 0.85 (t, 3H).
Sources & evidence
- ORD record
- ord-556ddceb338e412289aa07d664db449f
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07910740B2
Reaction notes
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