4-(Chloromethyl)-2-methyl-1,3-thiazole → HCID 59750622, compound

HRID 748482Notes

Reaction equation

HRID 748482 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[C:9]([N:11]1[CH2:16][CH2:15][C:14]([CH3:34])([N:17]2[CH2:22][CH2:21][CH:20]([NH:23][C:24]3[CH:25]=[CH:26][CH:27]=[C:28]4[C:32]=3[N:31]([CH3:33])[CH:30]=[CH:29]4)[CH2:19][CH2:18]2)[CH2:13][CH2:12]1)=[O:10].Cl[CH2:36][C:37]1[N:38]=[C:39]([CH3:42])[S:40][CH:41]=1.CC1C=CC=C(C)C=1C(N1CCC(C)(N2CCC(=O)CC2)CC1)=O.CN1C2C(=CC=CC=2N)C=C1>>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[C:9]([N:11]1[CH2:12][CH2:13][C:14]([CH3:34])([N:17]2[CH2:22][CH2:21][CH:20]([N:23]([C:24]3[CH:25]=[CH:26][CH:27]=[C:28]4[C:32]=3[N:31]([CH3:33])[CH:30]=[CH:29]4)[CH2:36][C:37]3[N:38]=[C:39]([CH3:42])[S:40][CH:41]=3)[CH2:19][CH2:18]2)[CH2:15][CH2:16]1)=[O:10]

Participants

5

Reactant 4

HCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazoleHCID 3008911HCID 3008911, compound2×HCID 450789481-Methyl-1H-indol-7-amineHCID 68810405HCID 68810405, compound2×

Product 1

HCID 59750622HCID 59750622, compound

Procedure

It is prepared from (2,6-dimethyl-phenyl)-[4′-methyl-4-(1-methyl-1H-indol-7-ylamino)-[1,4′]bipiperidinyl-1′-yl]-methanone and 4-chloromethyl-2-methyl-thiazole using a procedure as described for Example 52 of PCT/EP02/03871. MS/ESI 570 [M+H]+. (2,6-Dimethyl-phenyl)-[4′-methyl-4-(1-methyl-1H-indol-7-ylamino)-[1,4′]bipiperidinyl-1′-yl]-methanone used as starting material may be prepared from 1′-(2,6-dimethyl-benzoyl)-4′-methyl-[1,4′]bipiperidinyl-4-one and 1-methyl-1H-indol-7-ylamine using a procedure as described in Example 51e of PCT/EP02/03871. MS/ESI 459 [M+H]+. 1′-(2,6-Dimethyl-benzoyl)-4′-methyl-[1,4′]bipiperidinyl-4-one may be prepared using a procedure as described in Example 51a-d of PCT/EP02/03871. MS/ESI 329 [M+H]+.

Sources & evidence

ORD record
ord-81a09ff3b93c445789d2ef95d2a488bd
Source dataset
uspto-grants-2008_07
Patent number
US07399771B2

Reaction notes

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