Trifluoroacetic acid → HCID 71255289, compound

HRID 540352Notes

Reaction equation

HRID 540352 reaction equation
Cl[C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[CH:8]=2)[N:3]=1.[NH2:14][CH:15]1[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16]1.[S:27]1(=[O:39])(=[O:38])[C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=2[CH2:31][NH:30][CH2:29][CH2:28]1.FC(F)(F)C(O)=O.NCC1(NC(=O)OC(C)(C)C)CC1>>[O:39]=[S:27]1(=[O:38])[C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=2[CH2:31][N:30]([C:2]2[N:11]=[C:10]([NH:14][CH:15]3[CH2:19][CH2:18][NH:17][CH2:16]3)[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[CH:8]=3)[N:3]=2)[CH2:29][CH2:28]1

Participants

6

Reactant 5

HCID 6422Trifluoroacetic acid2×HCID 27563701-Boc-3-aminopyrrolidineHCID 142564832,4-Dichloro-6-methylquinazolineHCID 196081962,3,4,5-Tetrahydrobenzo[F][1,4]thiazepine 1,1-dioxide2×HCID 46864104tert-butyl N-(1-(aminomethyl)cyclopropyl)carbamate

Product 1

HCID 71255289HCID 71255289, compound

Procedure

The title compound was prepared in analogy to Example 135-1 in Scheme 70 by using 2,4-dichloro-6-methylquinazoline, tert-butyl 3-aminopyrrolidine-1-carboxylate, 2,3,4,5-tetrahydro-1,4-benzothiazepine 1,1-dioxide and trifluoroacetic acid instead of 2,4-dichloro-6-methylquinazoline, tert-butyl [1-(aminomethyl)cyclopropyl]carbamate, 2,3,4,5-tetrahydro-1,4-benzothiazepine 1,1-dioxide and trifluoroacetic acid. MS obsd. (ESI+) [(M+H)+] 424, 1H NMR (400 MHz, DMSO-d6) δ ppm 7.92-7.82 (m, 2 H), 7.78 (br. s., 1 H), 7.69-7.56 (m, 2 H), 7.48 (t, J=7.53 Hz, 1 H), 7.34 (dd, J=8.53, 1.25 Hz, 1 H), 7.22 (d, J=6.78 Hz, 1 H), 5.08 (br. s., 2 H), 4.47 (br. s., 2 H), 3.48-2.54 (m, 7 H), 2.33 (s, 3 H), 2.25-2.00 (m, 1 H), 1.81-1.68 (m, 1 H).

Sources & evidence

ORD record
ord-85ff82bfad89402491e4d4c20423c77f
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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