Ethylenediamine → N-[6-Methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)thieno[3,2-d]pyrimidin-4-yl]ethane-1,2-diamine

HRID 1910456Notes

Reaction equation

HRID 1910456 reaction equation
[O:1]=[S:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][N:5]([C:13]2[NH:14][C:15](=O)[C:16]3[S:21][C:20]([CH3:22])=[CH:19][C:17]=3[N:18]=2)[CH2:4][CH2:3]1.[CH2:24]([NH2:27])[CH2:25][NH2:26]>>[CH3:22][C:20]1[S:21][C:16]2[C:15]([NH:26][CH2:25][CH2:24][NH2:27])=[N:14][C:13]([N:5]3[CH2:6][C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=4[S:2](=[O:1])[CH2:3][CH2:4]3)=[N:18][C:17]=2[CH:19]=1

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 1363597882-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 71548786N-[6-Methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)thieno[3,2-d]pyrimidin-4-yl]ethane-1,2-diamine

Procedure

The title compound was prepared in analogy to Example 3-1 in Scheme 3 by using 2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylthieno[3,2-d]pyrimidin-4(3H)-one and ethylenediamine. MS obsd. (ESI+) [(M+H)+] 388, 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.68-7.75 (m, 2H), 7.41-7.51 (m, 2H), 6.81 (s, 1H), 5.21 (d, J=5.6 Hz, 1H), 4.65-4.81 (m, 2H), 4.48 (br. s., 1H), 3.68 (m, 2H), 3.32-3.47 (m, 2H), 2.50 (s, 3H).

Sources & evidence

ORD record
ord-03d1ad5ec4304c9e82948409ed44d8c0
Source dataset
uspto-grants-2013_12
Patent number
US08604019B2

Reaction notes

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