1,3-Propanediamine → HCID 71548631, compound

HRID 1910441Notes

Reaction equation

HRID 1910441 reaction equation
Cl[C:2]1[N:3]=[C:4](Cl)[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[CH2:12]([NH2:16])[CH2:13][CH2:14][NH2:15].[S:17]1(=[O:28])[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[CH2:21][NH:20][CH2:19][CH2:18]1>>[O:28]=[S:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[CH2:21][N:20]([C:2]2[N:3]=[C:4]([NH:15][CH2:14][CH2:13][CH2:12][NH2:16])[C:5]3[S:10][CH:9]=[CH:8][C:6]=3[N:7]=2)[CH2:19][CH2:18]1

Participants

4

Reactant 3

HCID 4281,3-PropanediamineHCID 127128322,4-Dichlorothieno[3,2-d]pyrimidineHCID 196082032,3,4,5-Tetrahydrobenzo[f][1,4]thiazepine 1-oxide

Product 1

HCID 71548631HCID 71548631, compound

Procedure

The title compound was prepared in analogy to Example 1-1 in Scheme 1 by using 2,4-dichlorothieno[3,2-d]pyrimidine and propane-1,3-diamine, followed by reaction with 2,3,4,5-tetrahydro-1,4-benzothiazepine-1-oxide. MS obsd. (ESI+) [(M+H)+] 388, 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.73-7.78 (m, 2H), 7.71 (d, J=8.3 Hz, 1H), 7.43-7.52 (m, 2H), 7.11 (d, J=5.3 Hz, 1H), 5.24 (d, J=15.2 Hz, 2H), 3.68-3.74 (m, 2H), 3.50 (br. s., 2H), 3.46 (br. s., 2H), 2.93 (t, J=7.6 Hz, 2H), 1.93-2.03 (m, 2H)

Sources & evidence

ORD record
ord-b4eb6a00a87a4abb93764aa6830fc043
Source dataset
uspto-grants-2013_12
Patent number
US08604019B2

Reaction notes

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