Allyl chloroformate → 4-[4-(4-Tetrazol-1-yl-phenoxymethyl)-thiazol-2-yl]-piperidine-1-carboxylic acid allyl ester
Reaction equation
ClC1C(Cl)=CN=C([N:9]2[CH2:14][CH2:13][CH:12]([C:15]3[S:16][CH:17]=[C:18]([CH2:20][O:21][C:22]4[CH:27]=[CH:26][C:25]([N:28]5[CH:32]=[N:31][N:30]=[N:29]5)=[CH:24][CH:23]=4)[N:19]=3)[CH2:11][CH2:10]2)N=1.Cl[C:34]([O:36][CH2:37][CH:38]=[CH2:39])=[O:35]>>[CH2:37]([O:36][C:34]([N:9]1[CH2:14][CH2:13][CH:12]([C:15]2[S:16][CH:17]=[C:18]([CH2:20][O:21][C:22]3[CH:27]=[CH:26][C:25]([N:28]4[CH:32]=[N:31][N:30]=[N:29]4)=[CH:24][CH:23]=3)[N:19]=2)[CH2:11][CH2:10]1)=[O:35])[CH:38]=[CH2:39]Participants
3
Procedure
Example 209 was prepared from 4-[4-(4-Tetrazol-1-yl-phenoxymethyl)-thiazol-2-yl]-piperidine (Intermediate 4) and allyl chloroformate in a manner similar to that described in Example 22. 1H NMR (CDCl3): δ 8.96 (1H, s), 7.63 (2H, m), 7.20 (1H, s), 7.18 (2H, m), 5.96 (1H, m), 5.31 (1H, m), 5.22 (3H, m), 4.61 (2H, m), 4.29 (2H, m), 3.21 (1H, m), 2.97 (2H, m), 2.15 (2H, m), 1.78 (2H, m).
Sources & evidence
- ORD record
- ord-53c57fcbbfeb47dc8c92d7e7ae186143
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08288384B2
Reaction notes
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