Cyanamide → {4-Amino-2-[4-(4-cyclopropylmethyl-piperazin-1-yl)-phenylamino]-thiazol-5-yl}-benzo[1,3]dioxol-5-yl-methanone

HRID 353755Notes

Reaction equation

HRID 353755 reaction equation
[N:1]#[C:2][NH2:3].[N:4]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([CH2:19][CH:20]3[CH2:22][CH2:21]3)[CH2:15][CH2:14]2)=[CH:9][CH:8]=1)=[C:5]=[S:6].[O:23]1[C:27]2[CH:28]=[CH:29][C:30]([C:32](=[O:35])[CH2:33]Br)=[CH:31][C:26]=2[O:25][CH2:24]1>>[NH2:1][C:2]1[N:3]=[C:5]([NH:4][C:7]2[CH:8]=[CH:9][C:10]([N:13]3[CH2:14][CH2:15][N:16]([CH2:19][CH:20]4[CH2:22][CH2:21]4)[CH2:17][CH2:18]3)=[CH:11][CH:12]=2)[S:6][C:33]=1[C:32]([C:30]1[CH:29]=[CH:28][C:27]2[O:23][CH2:24][O:25][C:26]=2[CH:31]=1)=[O:35]

Participants

4

Reactant 3

HCID 9864CyanamideHCID 2437771-(1,3-Dioxaindan-5-yl)-2-bromoethan-1-oneHCID 219589161-(4-Isothiocyanatophenyl)-4-cyclopropylmethylpiperazine

Product 1

HCID 10277319{4-Amino-2-[4-(4-cyclopropylmethyl-piperazin-1-yl)-phenylamino]-thiazol-5-yl}-benzo[1,3]dioxol-5-yl-methanone

Procedure

This compound was prepared from cyanamide, 1-(4-isothiocyanatophenyl)-4-cyclopropylmethylpiperazine (of Example 14G) and 2-bromo-1-(benzo[1,3]dioxol-5-yl)ethanone (of Example 11) following the procedure used in Example 24 Mass spectrum (ES) MH+=478.

Sources & evidence

ORD record
ord-c603d27329694bfab3d48aecf27a493f
Source dataset
uspto-grants-2004_06
Patent number
US06756374B2

Reaction notes

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