4-(Chloromethyl)-2-methyl-1,3-thiazole → HCID 71538482, compound

HRID 1473201Notes

Reaction equation

HRID 1473201 reaction equation
[C:1]([O:5][CH:6]([C:11]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]2[NH:19][CH:20]=[CH:21][C:13]=2[C:12]=1[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)[C:7]([O:9]C)=[O:8])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:30][C:31]1[N:32]=[C:33]([CH3:36])[S:34][CH:35]=1>>[C:1]([O:5][CH:6]([C:11]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]2[N:19]([CH2:30][C:31]3[N:32]=[C:33]([CH3:36])[S:34][CH:35]=3)[CH:20]=[CH:21][C:13]=2[C:12]=1[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazoleHCID 89463134methyl 2-(tert-butoxy)-2-(4-(4-chlorophenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate

Product 1

HCID 71538482HCID 71538482, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 2 from methyl 2-(tert-butoxy)-2-(4-(4-chlorophenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate and 4-(chloromethyl)-2-methylthiazole. 1H NMR (400 MHz, CHLOROFORM-d) ppm 7.61-7.74 (m, 1H) 7.33-7.45 (m, 3H) 7.11-7.21 (m, 1H) 7.00-7.08 (m, 1H) 5.93-6.00 (m, 1H) 5.73-5.89 (m, 2H) 3.65 (s, 3H) 2.63 (s, 3H) 0.86 (s, 9H); LCMS (m/z) ES+=500 (M+1).

Sources & evidence

ORD record
ord-c12a5d036fac461bb5c54ab13e5fd76b
Source dataset
uspto-grants-2015_04
Patent number
US09012642B2

Reaction notes

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