2,4-Dichlorothieno[3,2-d]pyrimidine → HCID 71548938, compound

HRID 1910446Notes

Reaction equation

HRID 1910446 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.[F:12][C:13]1([F:24])[CH2:19][CH2:18][NH:17][CH2:16][C:15]2[CH:20]=[CH:21][CH:22]=[CH:23][C:14]1=2>>[F:24][C:13]1([F:12])[C:14]2[CH:23]=[CH:22][CH:21]=[CH:20][C:15]=2[CH2:16][N:17]([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)[CH2:18][CH2:19]1

Participants

3

Reactant 2

HCID 127128322,4-Dichlorothieno[3,2-d]pyrimidineHCID 84718751HCID 84718751, compound

Product 1

HCID 71548938HCID 71548938, compound

Procedure

The title compound was prepared in analogy to Example-1 in Scheme 1 by using 2,4-dichlorothieno[3,2-d]pyrimidine and propane-1,3-diamne, followed by reaction with 5,5-difluoro-2,3,4,5-tetrahydro-1H-benzo[c]azepine. MS obsd. (ESI+) [(M+H)+]390, 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.71 (d, J=5.6 Hz, 1H), 7.60 (d, J=7.8 Hz, 1H), 7.55 (d, J=7.3 Hz, 1H), 7.35-7.41 (m, 1H), 7.27-7.34 (m, 1H), 7.08 (d, J=5.3 Hz, 1H), 4.97 (s, 2H), 4.23-4.31 (m, 2H), 3.70 (t, J=6.6 Hz, 2H), 2.86 (t, J=7.5 Hz, 2H), 2.41-2.53 (m, 2H), 1.94 (m, 2H).

Sources & evidence

ORD record
ord-bacb61f925fe45aa8dc2d445d483b7db
Source dataset
uspto-grants-2013_12
Patent number
US08604019B2

Reaction notes

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