2-Amino-4,5-dimethyl-1,3-thiazole → HCID 87204943, compound

HRID 1364508Notes

Reaction equation

HRID 1364508 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[CH:15]=[C:14]([CH3:17])[C@:13]([CH2:19][CH2:20][C:21](NC4SC=NN=4)=[O:22])([CH3:18])[CH2:12][C:11]=3[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[CH3:29][C:30]1[N:31]=[C:32]([NH2:36])[S:33][C:34]=1[CH3:35]>>[CH3:29][C:30]1[N:31]=[C:32]([NH:36][C:21](=[O:22])[CH2:20][CH2:19][C@:13]2([CH3:18])[C:14]([CH3:17])=[CH:15][C:16]3[N:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[N:9]=[CH:10][C:11]=3[CH2:12]2)[S:33][C:34]=1[CH3:35]

Participants

3

Reactant 2

HCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 66919391HCID 66919391, compound

Product 1

HCID 87204943HCID 87204943, compound

Procedure

The title compound was prepared in a manner analogous to the preparation of the title compound of Example 171, replacing 2-amino-1,3,4-thiadiazole with 4,5-dimethyl-2-aminothiazole. MS found: (M+H)+=425. 1H NMR (400 MHz, chloroform-D) δ ppm 1.20 (s, 3 H) 1.75-1.86 (m, J=8.65, 6.10 Hz, 1 H) 1.87-1.97 (m, 1 H) 1.91 (s, 3 H) 2.29 (s, 6 H) 2.50-2.57 (m, 2 H) 2.62 (d, J=16.28 Hz, 1 H) 2.80 (d, J=16.00 Hz, 1 H) 6.20 (s, 1 H) 7.19 (t, J=8.65 Hz, 2 H) 7.44 (dd, J=9.16, 4.58 Hz, 1 H) 7.51 (s, 1 H).

Sources & evidence

ORD record
ord-0a7b2189b79f4967bdf20e5bf925bff1
Source dataset
uspto-grants-2011_02
Patent number
US07888381B2

Reaction notes

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