2,4-Dichlorothieno[3,2-d]pyrimidine → HCID 71548635, compound

HRID 1910449Notes

Reaction equation

HRID 1910449 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.[S:12]1(=[O:24])(=[O:23])[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH2:16][NH:15][CH2:14][CH2:13]1>>[O:23]=[S:12]1(=[O:24])[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH2:16][N:15]([C:2]2[N:3]=[C:4]([NH:3][CH2:4][CH2:5][CH2:6][NH2:7])[C:5]3[S:10][CH:9]=[CH:8][C:6]=3[N:7]=2)[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 127128322,4-Dichlorothieno[3,2-d]pyrimidineHCID 196081962,3,4,5-Tetrahydrobenzo[F][1,4]thiazepine 1,1-dioxide

Product 1

HCID 71548635HCID 71548635, 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-diamne, followed by reaction with 2,3,4,5-tetrahydro-1,4-benzothiazepine-1,1-dioxide. MS obsd. (ESI+) [(M+H)+] 404, 1H NMR (400 MHz, METHANOL-d4) δ ppm 8.04 (d, J=7.3 Hz, 1H), 7.73 (d, J=7.1 Hz, 1H), 7.46-7.57 (m, 2H), 7.34-7.42 (m, 1H), 7.10 (d, J=5.3 Hz, 1H), 5.19 (br. s., 2H), 3.76 (br. s., 2H), 3.44-3.54 (m, 4H), 3.00 (t, J=6.1 Hz, 2H), 1.88 (m, 2H).

Sources & evidence

ORD record
ord-f05ffe1ef82e474d97a29431aca13f37
Source dataset
uspto-grants-2013_12
Patent number
US08604019B2

Reaction notes

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