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

HRID 1910458Notes

Reaction equation

HRID 1910458 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]([NH2:28])[CH2:25][CH2:26][NH2:27]>>[CH3:22][C:20]1[S:21][C:16]2[C:15]([NH:27][CH2:26][CH2:25][CH2:24][NH2:28])=[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 4281,3-PropanediamineHCID 1363597882-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 71548788N-[6-Methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)thieno[3,2-d]pyrimidin-4-yl]propane-1,3-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 1,3-propandiamine. MS obsd. (ESI+) [(M+H)+] 402, 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.78 (d, J=6.6 Hz, 1H), 7.63 (d, J=7.6 Hz, 1H), 7.34-7.44 (m, 2H), 6.80 (s, 1H), 5.29 (m, 2H), 3.69-3.83 (m, 2H), 3.27-3.42 (m, 2H), 2.97 (t, J=6.3 Hz, 2H), 2.49-2.58 (m, 5H), 1.87 (m, 2H).

Sources & evidence

ORD record
ord-269cffc7f3ea4fa08ee24f78f70ad865
Source dataset
uspto-grants-2013_12
Patent number
US08604019B2

Reaction notes

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