Ethyl 4-chloroacetoacetate → HCID 13500407, compound
Reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.[Cl:11][CH2:12][C:13](=O)[CH2:14][C:15](OCC)=[O:16]>>[Cl:11][CH2:12][C:13]1[N:1]=[C:2]2[S:3][CH:4]=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]2[C:15](=[O:16])[CH:14]=1Participants
3
Procedure
This compound was synthesized from 2-amino-4-trifluoromethylthiazole, Step 1 intermediate (3.70 g, 22.541 mmol) and ethyl chloroacetoacetate (5.194 g, 31.558 mmol) in polyphosphoric acid (30.0 g) according to the procedure described in Step 1, Intermediate 2 to afford 4.0 g of the desired compound: 1H NMR (300 MHz, DMSO-d6) δ 2.28 (s, 3H), 2.60 (s, 3H), 4.52 (s, 1H), 6.25 (s, 1H); ESI-MS (m/z) 269.22 (M+H)+.
Sources & evidence
- ORD record
- ord-967516a15949417e872c9f5501ff28ed
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08518955B2
Reaction notes
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