1,3-Propanediamine → HCID 71548937, compound

HRID 1910445Notes

Reaction equation

HRID 1910445 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].[O:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[CH2:21][NH:20][CH2:19][CH2:18]1>>[O: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 218827752,3,4,5-Tetrahydro-1,4-benzoxazepine

Product 1

HCID 71548937HCID 71548937, 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-tetrahydrobenzo[f][1,4]oxazepine. MS obsd. (ESI+) [(M+H)+] 356, 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.72 (d, J=5.3 Hz, 1H), 7.43 (d, J=7.1 Hz, 1H), 7.12-7.18 (m, 1H), 7.08 (d, J=5.6 Hz, 1H), 6.93-7.04 (m, 2H), 4.93 (s, 2H), 4.20-4.26 (m, 2H), 4.14-4.19 (m, 2H), 3.71 (t, J=6.4 Hz, 2H), 2.88 (t, J=7.5 Hz, 2H), 1.96 (m, 2H).

Sources & evidence

ORD record
ord-deae63c0e8ca485989d3e02a5131fb15
Source dataset
uspto-grants-2013_12
Patent number
US08604019B2

Reaction notes

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