3-[5-chloro-2-(1,4-diethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-ylamino)-pyrimidin-4-ylamino]-4-methyl-thiophene-2-carboxylicacid methylamide → 3-[5-chloro-2-(1,4-diethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-ylamino)-pyrimidin-4-ylamino]-thiophene-2-carboxylic acid methylamide

HRID 1688147Notes

Reaction equation

HRID 1688147 reaction equation
CNC(C1SC=C(C)C=1NC1C(Cl)=CN=C(NC2C=CC3CNCC(=O)N(CC)C=3C=2)N=1)=O.[CH3:34][NH:35][C:36]([C:38]1[S:39][CH:40]=[C:41](C)[C:42]=1[NH:43][C:44]1[C:49]([Cl:50])=[CH:48][N:47]=[C:46]([NH:51][C:52]2[CH:53]=[CH:54][C:55]3[CH2:61][N:60]([CH2:62][CH3:63])[CH2:59][C:58](=[O:64])[N:57]([CH2:65][CH3:66])[C:56]=3[CH:67]=2)[N:45]=1)=[O:37]>>[CH3:34][NH:35][C:36]([C:38]1[S:39][CH:40]=[CH:41][C:42]=1[NH:43][C:44]1[C:49]([Cl:50])=[CH:48][N:47]=[C:46]([NH:51][C:52]2[CH:53]=[CH:54][C:55]3[CH2:61][N:60]([CH2:62][CH3:63])[CH2:59][C:58](=[O:64])[N:57]([CH2:65][CH3:66])[C:56]=3[CH:67]=2)[N:45]=1)=[O:37]

Participants

3

Reactant 2

HCID 668302123-[5-chloro-2-(1,4-diethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-ylamino)-pyrimidin-4-ylamino]-4-methyl-thiophene-2-carboxylicacid methylamideHCID 672643843-[5-chloro-2-(1-ethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-ylamino)-pyrimidin-4-ylamino]-4-methyl-thiophene-2-carboxylic acid methylamide

Product 1

HCID 251551233-[5-chloro-2-(1,4-diethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-ylamino)-pyrimidin-4-ylamino]-thiophene-2-carboxylic acid methylamide

Procedure

Following a procedure analogous to Example 1856b, 3-[5-chloro-2-(1-ethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-ylamino)-pyrimidin-4-ylamino]-4-methyl-thiophene-2-carboxylic acid methylamide was converted to 3-[5-chloro-2-(1,4-diethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-ylamino)-pyrimidin-4-ylamino]-4-methyl-thiophene-2-carboxylic acid methylamide: 1H NMR (300 MHz, CD3OD) δ 8.12 (s, 1H), 7.62 (s, 1H), 7.3 (dd, 1H), 7.24 (s, 1H), 7.17 (d, 1H), 3.78 (q, 2H), 3.63 (s, 2H), 3.19 (s, 2H), 2.85 (s, 3H), 2.76 (q, 2H), 2.05 (s, 3H), 1.21 (t, 3H), 1.07 (t, 3H); MS (m/e): 514.5 (M+1).

Sources & evidence

ORD record
ord-621c8f343c2144f2bf0832fb12948726
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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